NPASS Compound

Natural Product: NPC190927

Natural Product ID	NPC190927
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	ZCCWQTVZGNRCJQ-MSDRGPICSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	102271942
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0002049] Terpene glycosides [CHEMONTID:0001580] Triterpene glycosides [CHEMONTID:0002358] Triterpene saponins

The Chemical Classification was calculated by Classyfire, a software for chemical taxonomy calculation. Reference: DOI:10.1186/s13321-016-0174-y.

Chemical Representations

RDKit 3D 186195 0 0 0 0 0 0 0 0999 V2000 14.0871 2.6657 -1.8349 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8145 1.1873 -1.6933 C 0 0 1 0 0 0 0 0 0 0 0 0 14.2605 0.7691 -0.3058 C 0 0 1 0 0 0 0 0 0 0 0 0 13.5006 -0.4826 0.1368 C 0 0 2 0 0 0 0 0 0 0 0 0 12.0451 -0.1028 0.2496 C 0 0 2 0 0 0 0 0 0 0 0 0 11.7760 1.0807 -0.6287 C 0 0 1 0 0 0 0 0 0 0 0 0 12.4382 0.9993 -1.8487 O 0 0 0 0 0 0 0 0 0 0 0 0 10.4196 1.3611 -0.7505 O 0 0 0 0 0 0 0 0 0 0 0 0 10.0556 2.5913 -0.2078 C 0 0 2 0 0 0 0 0 0 0 0 0 9.1515 2.3052 0.9511 C 0 0 1 0 0 0 0 0 0 0 0 0 9.5508 3.1287 2.1562 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2838 4.5079 1.9810 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5617 5.4555 2.9373 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0787 5.0782 4.0201 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2880 6.9028 2.7706 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8187 2.4667 0.7299 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4560 2.2534 -0.6476 C 0 0 2 0 0 0 0 0 0 0 0 0 7.9907 3.5746 -1.2725 C 0 0 1 0 0 0 0 0 0 0 0 0 9.4820 3.4322 -1.2854 C 0 0 1 0 0 0 0 0 0 0 0 0 10.0263 4.7233 -1.2525 O 0 0 0 0 0 0 0 0 0 0 0 0 7.5407 3.7432 -2.5593 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1436 2.1692 -0.6728 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3391 1.1758 -0.9899 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3444 -0.0997 -0.2256 C 0 0 2 0 0 0 0 0 0 0 0 0 6.6458 -0.8425 -0.4588 C 0 0 2 0 0 0 0 0 0 0 0 0 6.3799 -2.3382 -0.6221 C 0 0 1 0 0 0 0 0 0 0 0 0 5.3516 -2.7528 0.3879 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1491 -1.8498 0.4419 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2844 -0.9613 -0.6367 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9938 -2.6579 0.3687 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9709 -2.5907 1.2883 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1174 -1.7487 2.2120 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7247 -3.4089 1.2943 C 0 0 2 0 0 0 0 0 0 0 0 0 1.2436 -4.8397 1.5119 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9367 -5.3848 0.3122 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1373 -5.2497 -0.9594 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8508 -4.5932 -2.0835 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7976 -6.6756 -1.4832 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1928 -4.6448 -0.5843 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0044 -3.2903 -0.0272 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.2212 -2.4664 0.0801 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3420 -1.4486 -0.7453 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4695 -0.4934 -0.8167 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6488 -1.2167 -0.1561 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.9282 -0.4787 -0.3785 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.7211 1.0195 -0.4920 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4776 -0.9381 -1.7081 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8384 -1.4883 -1.7369 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8635 -0.7464 -0.8871 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.3331 -0.3491 0.4309 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5449 1.0959 0.7924 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1576 -1.1346 1.4805 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9290 -0.8526 0.6510 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.3593 -0.6188 1.9894 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3336 -1.7584 2.1840 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2166 -1.5503 1.2124 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4033 -0.4060 1.8571 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2886 -2.7796 1.0888 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.1858 -3.8757 0.5608 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6036 -3.1722 2.3202 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1490 -3.0159 2.4339 C 0 0 1 0 0 0 0 0 0 0 0 0 0.2521 -3.8195 3.5395 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.1938 0.3680 -1.6529 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.4824 0.2702 -2.1740 C 0 0 1 0 0 0 0 0 0 0 0 0 -10.2124 1.5370 -2.1150 C 0 0 1 0 0 0 0 0 0 0 0 0 -11.4942 1.3279 -2.9871 C 0 0 2 0 0 0 0 0 0 0 0 0 -11.7239 -0.1537 -3.2264 C 0 0 2 0 0 0 0 0 0 0 0 0 -10.5102 -0.7780 -3.8918 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3542 -0.0336 -3.5751 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.7755 -0.2441 -4.1357 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.3187 1.9507 -4.2169 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.6821 1.9244 -0.8841 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.3866 3.2576 -0.5978 C 0 0 1 0 0 0 0 0 0 0 0 0 -11.6410 4.1189 -0.7131 C 0 0 1 0 0 0 0 0 0 0 0 0 -12.6005 3.9253 0.4161 C 0 0 1 0 0 0 0 0 0 0 0 0 -11.8535 3.9949 1.7346 C 0 0 2 0 0 0 0 0 0 0 0 0 -10.6342 3.1020 1.6741 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.8907 3.3438 2.9893 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.8243 3.4030 0.6145 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.7114 3.6007 2.7394 O 0 0 0 0 0 0 0 0 0 0 0 0 -13.5021 4.9973 0.4038 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.2164 5.4568 -0.7050 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8925 -2.8960 1.6675 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0397 -2.6582 -1.9175 O 0 0 0 0 0 0 0 0 0 0 0 0 7.5220 -0.7146 0.6049 O 0 0 0 0 0 0 0 0 0 0 0 0 11.8202 0.2256 1.5871 O 0 0 0 0 0 0 0 0 0 0 0 0 14.0113 -0.9577 1.3369 O 0 0 0 0 0 0 0 0 0 0 0 0 15.6034 0.4104 -0.3983 O 0 0 0 0 0 0 0 0 0 0 0 0 13.8595 3.0516 -2.8322 H 0 0 0 0 0 0 0 0 0 0 0 0 15.1804 2.8722 -1.6543 H 0 0 0 0 0 0 0 0 0 0 0 0 13.4867 3.2669 -1.1135 H 0 0 0 0 0 0 0 0 0 0 0 0 14.3783 0.6654 -2.4875 H 0 0 0 0 0 0 0 0 0 0 0 0 14.1460 1.6053 0.3814 H 0 0 0 0 0 0 0 0 0 0 0 0 13.6150 -1.2905 -0.6158 H 0 0 0 0 0 0 0 0 0 0 0 0 11.4570 -1.0038 -0.0513 H 0 0 0 0 0 0 0 0 0 0 0 0 12.2119 1.9784 -0.1007 H 0 0 0 0 0 0 0 0 0 0 0 0 10.9786 3.0698 0.1876 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2884 1.2329 1.2933 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9517 2.7962 3.0364 H 0 0 0 0 0 0 0 0 0 0 0 0 10.6082 2.9478 2.4459 H 0 0 0 0 0 0 0 0 0 0 0 0 10.1995 7.3708 2.3452 H 0 0 0 0 0 0 0 0 0 0 0 0 9.0840 7.4199 3.7247 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4751 7.0898 2.0359 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1003 1.4288 -0.9425 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7123 4.3879 -0.5922 H 0 0 0 0 0 0 0 0 0 0 0 0 9.7666 3.0306 -2.3029 H 0 0 0 0 0 0 0 0 0 0 0 0 9.8372 5.2348 -2.0724 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1402 2.8988 -2.9348 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2641 1.5701 -0.8848 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3427 0.8986 -2.0922 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2120 0.0855 0.8356 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1613 -0.5637 -1.3928 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3346 -2.8532 -0.3731 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0007 -3.7733 0.0878 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1277 -1.1850 1.3385 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0249 -4.7542 2.3257 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4678 -5.4948 1.9447 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0860 -6.4768 0.4999 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9465 -4.9703 0.2086 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9613 -3.5004 -2.0267 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9165 -4.9780 -2.0497 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4006 -4.9251 -3.0439 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2507 -6.4946 -2.4194 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7591 -7.1244 -1.7372 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2168 -7.1809 -0.7119 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5726 -5.3907 0.1819 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8093 -4.6854 -1.5059 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7280 -2.7713 -0.7079 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5479 -1.2266 -1.4973 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1740 0.3982 -0.2291 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7231 -0.2252 -1.8657 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7200 -2.1883 -0.7358 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8409 1.2762 -1.1143 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5798 1.4982 -1.0373 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6155 1.5494 0.4461 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7698 -1.6794 -2.1955 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4451 -0.0744 -2.4348 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7993 -2.5369 -1.3804 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1699 -1.5536 -2.7922 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.7633 -1.3879 -0.8561 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7544 1.5104 1.4543 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.4757 1.2114 1.4309 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7608 1.7378 -0.0950 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2295 -1.1332 1.1849 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1096 -0.6126 2.4565 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7973 -2.1684 1.4927 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0508 -1.9800 0.5365 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9167 0.3545 2.1714 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1106 -0.7953 2.7892 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0078 -1.6188 3.2438 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9471 -2.6530 2.0482 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8529 0.5664 1.6995 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3797 -0.3744 1.5126 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3789 -0.5652 2.9742 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9012 -4.2222 -0.4519 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2416 -3.6414 0.5030 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9728 -4.7921 1.1943 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0570 -2.6397 3.2047 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8417 -4.2608 2.5315 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1931 -2.0013 2.7632 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0912 -3.3786 4.3876 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.0367 -0.5766 -1.7902 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.6280 2.3584 -2.6161 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.3717 1.7245 -2.4667 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.0405 -0.6900 -2.3108 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3837 -1.7905 -3.4548 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.6545 -0.8928 -4.9702 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.6337 -0.1624 -3.6218 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.1752 2.2504 -4.6090 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.7554 3.6053 -1.4544 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.1732 3.9695 -1.6593 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.1478 2.9649 0.3687 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.5501 5.0473 1.9502 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.9556 2.0437 1.6594 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.3030 2.4752 3.2757 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.6770 3.4921 3.7790 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.3340 4.2998 2.9391 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.3949 4.3109 2.8967 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.1070 5.7681 -0.0807 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.4285 5.5521 -1.3070 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8674 -3.0844 1.6049 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4161 -3.5281 -2.2295 H 0 0 0 0 0 0 0 0 0 0 0 0 8.3271 -1.2481 0.5081 H 0 0 0 0 0 0 0 0 0 0 0 0 11.6055 -0.6133 2.0882 H 0 0 0 0 0 0 0 0 0 0 0 0 14.8105 -1.4954 1.1742 H 0 0 0 0 0 0 0 0 0 0 0 0 16.1201 0.9988 -0.9779 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 6 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 2 0 13 15 1 0 10 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 18 21 1 0 17 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 25 26 1 0 26 27 1 0 27 28 1 0 28 29 1 0 28 30 1 0 30 31 1 0 31 32 2 0 33 31 1 6 33 34 1 0 34 35 1 0 35 36 1 0 36 37 1 0 36 38 1 0 36 39 1 0 39 40 1 0 40 41 1 0 41 42 2 0 42 43 1 0 43 44 1 0 44 45 1 0 45 46 1 6 45 47 1 0 47 48 1 0 48 49 1 0 49 50 1 0 50 51 1 0 50 52 1 0 50 53 1 0 53 54 1 0 54 55 1 0 55 56 1 0 56 57 1 1 56 58 1 0 58 59 1 6 58 60 1 0 60 61 1 0 61 62 1 0 49 63 1 0 63 64 1 0 64 65 1 0 65 66 1 0 66 67 1 0 67 68 1 0 68 69 1 0 67 70 1 0 66 71 1 0 65 72 1 0 72 73 1 0 73 74 1 0 74 75 1 0 75 76 1 0 76 77 1 0 77 78 1 0 77 79 1 0 76 80 1 0 75 81 1 0 74 82 1 0 27 83 1 0 26 84 1 0 25 85 1 0 5 86 1 0 4 87 1 0 3 88 1 0 7 2 1 0 19 9 1 0 29 24 1 0 40 33 1 0 58 41 1 0 69 64 1 0 79 73 1 0 61 33 1 0 56 44 1 0 53 45 1 0 1 89 1 0 1 90 1 0 1 91 1 0 2 92 1 6 3 93 1 1 4 94 1 6 5 95 1 6 6 96 1 1 9 97 1 1 10 98 1 1 11 99 1 0 11100 1 0 15101 1 0 15102 1 0 15103 1 0 17104 1 6 18105 1 1 19106 1 6 20107 1 0 21108 1 0 23109 1 0 23110 1 0 24111 1 1 25112 1 6 26113 1 1 27114 1 6 28115 1 1 34116 1 0 34117 1 0 35118 1 0 35119 1 0 37120 1 0 37121 1 0 37122 1 0 38123 1 0 38124 1 0 38125 1 0 39126 1 0 39127 1 0 40128 1 6 42129 1 0 43130 1 0 43131 1 0 44132 1 6 46133 1 0 46134 1 0 46135 1 0 47136 1 0 47137 1 0 48138 1 0 48139 1 0 49140 1 1 51141 1 0 51142 1 0 51143 1 0 52144 1 0 52145 1 0 52146 1 0 53147 1 1 54148 1 0 54149 1 0 55150 1 0 55151 1 0 57152 1 0 57153 1 0 57154 1 0 59155 1 0 59156 1 0 59157 1 0 60158 1 0 60159 1 0 61160 1 1 62161 1 0 64162 1 1 65163 1 6 66164 1 1 67165 1 1 68166 1 0 68167 1 0 70168 1 0 71169 1 0 73170 1 6 74171 1 6 75172 1 6 76173 1 1 77174 1 6 78175 1 0 78176 1 0 78177 1 0 80178 1 0 81179 1 0 82180 1 0 83181 1 0 84182 1 0 85183 1 0 86184 1 0 87185 1 0 88186 1 0 M END

Standard InCHIKey	ZCCWQTVZGNRCJQ-MSDRGPICSA-N
Standard InCHI	InChI=1S/C61H98O27/c1-24-36(65)40(69)44(73)51(81-24)86-48-31(23-78-26(3)62)84-50(47(76)43(48)72)80-22-30-39(68)42(71)46(75)53(83-30)88-55(77)61-18-17-56(4,5)19-28(61)27-11-12-33-58(8)15-14-35(57(6,7)32(58)13-16-59(33,9)60(27,10)20-34(61)64)85-54-49(38(67)29(63)21-79-54)87-52-45(74)41(70)37(66)25(2)82-52/h11,24-25,28-54,63-76H,12-23H2,1-10H3/t24-,25-,28-,29-,30+,31+,32-,33+,34+,35-,36-,37-,38-,39+,40+,41+,42-,43+,44+,45+,46+,47+,48+,49+,50+,51-,52-,53-,54-,58-,59+,60+,61+/m0/s1
SMILES	C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]1[C@@H](COC(=O)C)O[C@H]([C@@H]([C@H]1O)O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC(=O)[C@]12CCC(C)(C)C[C@H]1C1=CC[C@@H]3[C@@]4(C)CC[C@@H](C(C)(C)[C@@H]4CC[C@@]3(C)[C@]1(C)C[C@H]2O)O[C@H]1[C@@H]([C@H]([C@H](CO1)O)O)O[C@H]1[C@@H]([C@@H]([C@H]([C@H](C)O1)O)O)O)O)O)O)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	1262.63	Volume:	1207.474 ? Van der Waals volume.
Dense:	1.046	LogP:	1.119 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.716 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.311 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	15.0	Rigid Bonds:	58.0
TPSA:	418.89 ? Topological Polar Surface Area.	H-Bond Acceptor:	27.0
H-Bond Donor:	14.0	Rings:	10.0
Heavy Atoms:	27.0

MedChem Properties

QED Drug-Likeness Score:	0.054	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	7.354	Fsp³:	0.934
MCE-18:	221.017 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected	GSK Rule:	Accepted
Golden Triangle Rule:	Accepted	BMS Rule:	1
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.769	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.005 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.0 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.247	Promiscuous compounds:	0.184

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.428	MDCK Permeability:	-5.051
Pgp-inhibitor:	0.0	Pgp-substrate:	0.951
PAMPA:	1.0 ? The experimental data for Peff was logarithmically transformed (logPeff). Molecules with log Peff values below 2.0 were classified as low-permeability (Category 0), while those with log Peff values exceeding 2.5 were classified as high-permeability (Category 1).	Human Intestinal Absorption (HIA):	0.586
20% Bioavailability (F20%):	0.765	30% Bioavailability (F30%):	0.999
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.01
Plasma Protein Binding (PPB):	55.388%	Volume Distribution (VD):	-0.346
Fu:	22.635% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.0
BSEP inhibitor:	0.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	0.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.976
HLM stability:	0.015 ? Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):

-0.689

Half-life (T1/2):

3.945

ADMET: Toxicity

hERG Blockers:	0.002	hERG Blockers (10um):	0.015
Human Hepatotoxicity (H-HT):	0.443	Drug-induced Liver Injury (DILI):	0.844
AMES Toxicity:	0.913	Rat Oral Acute Toxicity:	0.0
Maximum Recommended Daily Dose:	0.0	Skin Sensitization:	1.0
Carcinogencity:	0.003	Eye Corrosion:	0.0
Eye Irritation:	0.0	Respiratory Toxicity:	0.0
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	1.0
Hematotoxicity:	0.287	Drug-induced Nephrotoxicity:	0.998
Genotoxicity:	0.024	RPMI-8226 Immunitoxicity:	0.361
A549 Cytotoxicity:	0.58	Hek293 Cytotoxicity:	0.082
BCF:	0.822 ? Bioconcentration factors are used for considering secondary poisoning potential and assessing risks to human health via the food chain. The unit is -log10[(mg/L)/(1000*MW)].	IGC50:	3.621 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.547 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.559 ? 96 hour fathead minnow LC50. The unit of LC50FM is -log10[(mg/L)/(1000*MW)].

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO22109	Streptomyces clavuligerus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18450406]
NPO22109	Streptomyces clavuligerus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19941870]
NPO22554	Eunicea laciniata	Species	Plexauridae	Eukaryota	n.a.	Caribbean	n.a.	PMID[7769391]
NPO22554	Eunicea laciniata	Species	Plexauridae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO22494	Thalictrum rugosum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO21909	Alkanna tinctoria	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO22109	Streptomyces clavuligerus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO22494	Thalictrum rugosum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22494	Thalictrum rugosum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21909	Alkanna tinctoria	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22494	Thalictrum rugosum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5093	Centaurea hermannii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22750	Resseliella theobaldi	Species	Cecidomyiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22494	Thalictrum rugosum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22554	Eunicea laciniata	Species	Plexauridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20517	Seseli elatum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22367	Strychnos hirsuta	Species	Loganiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO231	Phanera vahlii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21909	Alkanna tinctoria	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27908	Bathynella natans	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO22109	Streptomyces clavuligerus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]

Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	Organism Name	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

In vivo activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

Experimental ADME

Experiment Model	Experiment Tissue	ADME Type	ADME Relation	ADME Value	ADME Unit	Reference

Experimental Toxicity

Quantitative toxicity

Experiment Model	Experiment Organism	Toxicity Type	Toxicity Relation	Toxicity Value	Toxicity Unit	Reference

Common Abbreviations:
LC: Lethal Concentration; LD: Lethal Dose; LT:Lethal Time; NOAEL: No-observed-adverse-effect Level; BMDL: Benchmark Dose Lower Confidence Limit; BMD: Benchmark Dose; BMC:Benchmark Concentration; LOAEL: Lowest Observed Adverse Effect Level; RfD:Reference Dose; RfC:Reference Concentration; MRL: Minimal Risk Level; MEG: Maximum Exposure Guideline; PAC: Protective Action Criteria

Categorical toxicity labels

Hepatotoxicity	Carcinogenicity	Mutagenicity	Cardiotoxicity	Respiratory Toxicity	Eye Irritation	Endocrine Disruption

Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP toxicity records from domain-specific databases. These databases include:
☉ ToxValDB: a curated database that compiles quantitative toxicity values for chemicals from diverse public sources to support toxicological research and risk assessment.
☉ TOXRIC: a comprehensive, free-to-access, online database providing toxicological/feature data. The toxicity labels are retrieved from this database. [PMID: 36400569]

Chemically structural similarity

Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes approximately 50,000 NPs with experimentally-derived bioactivity available in NPASS)

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.

● The left chart: Distribution of similarity level between NPC190927 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	23946
0.1-0.2	21835
0.2-0.3	2919
0.3-0.4	641
0.4-0.5	284
0.5-0.6	131
0.6-0.7	58
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.7983	Intermediate Similarity	NPC220160
0.7391	Intermediate Similarity	NPC60557
0.7391	Intermediate Similarity	NPC67857
0.728	Intermediate Similarity	NPC102505
0.728	Intermediate Similarity	NPC488514
0.7273	Intermediate Similarity	NPC164389
0.7273	Intermediate Similarity	NPC488526
0.7203	Intermediate Similarity	NPC135904
0.719	Intermediate Similarity	NPC13998
0.7097	Intermediate Similarity	NPC309223
0.7059	Intermediate Similarity	NPC475209
0.6983	Remote Similarity	NPC104137
0.6983	Remote Similarity	NPC26626
0.6911	Remote Similarity	NPC286457
0.688	Remote Similarity	NPC236638
0.688	Remote Similarity	NPC294453
0.6807	Remote Similarity	NPC76972
0.6807	Remote Similarity	NPC469782
0.6807	Remote Similarity	NPC204414
0.6754	Remote Similarity	NPC63159
0.6746	Remote Similarity	NPC305981
0.6721	Remote Similarity	NPC283417
0.6721	Remote Similarity	NPC200049
0.672	Remote Similarity	NPC475514
0.6694	Remote Similarity	NPC21691
0.6693	Remote Similarity	NPC261506
0.6693	Remote Similarity	NPC4328
0.6612	Remote Similarity	NPC123522
0.661	Remote Similarity	NPC295823
0.661	Remote Similarity	NPC174720
0.661	Remote Similarity	NPC475467
0.6587	Remote Similarity	NPC41061
0.6587	Remote Similarity	NPC470876
0.6587	Remote Similarity	NPC227551
0.6557	Remote Similarity	NPC165204
0.6549	Remote Similarity	NPC76497
0.6522	Remote Similarity	NPC232237
0.6519	Remote Similarity	NPC489208
0.6518	Remote Similarity	NPC480420
0.6491	Remote Similarity	NPC112352
0.648	Remote Similarity	NPC85154
0.6475	Remote Similarity	NPC79643
0.6466	Remote Similarity	NPC105800
0.6452	Remote Similarity	NPC480423
0.6412	Remote Similarity	NPC250247
0.6378	Remote Similarity	NPC473452
0.6371	Remote Similarity	NPC309907
0.6371	Remote Similarity	NPC123199
0.6357	Remote Similarity	NPC202828
0.6357	Remote Similarity	NPC119592
0.6349	Remote Similarity	NPC4749
0.6308	Remote Similarity	NPC302543
0.6306	Remote Similarity	NPC1046
0.6279	Remote Similarity	NPC43550
0.6269	Remote Similarity	NPC8524
0.6222	Remote Similarity	NPC33012
0.6218	Remote Similarity	NPC64715
0.6212	Remote Similarity	NPC224381
0.6194	Remote Similarity	NPC489209
0.6183	Remote Similarity	NPC298034
0.6183	Remote Similarity	NPC71065
0.6142	Remote Similarity	NPC488560
0.6124	Remote Similarity	NPC110633
0.6111	Remote Similarity	NPC155410
0.6102	Remote Similarity	NPC305267
0.6077	Remote Similarity	NPC258617
0.6066	Remote Similarity	NPC241909
0.6058	Remote Similarity	NPC480421
0.6016	Remote Similarity	NPC207738
0.5985	Remote Similarity	NPC481081
0.5984	Remote Similarity	NPC481079
0.5968	Remote Similarity	NPC815
0.5938	Remote Similarity	NPC475160
0.5938	Remote Similarity	NPC473714
0.5923	Remote Similarity	NPC57484
0.5923	Remote Similarity	NPC473386
0.5918	Remote Similarity	NPC485563
0.5887	Remote Similarity	NPC481078
0.5852	Remote Similarity	NPC482010
0.5846	Remote Similarity	NPC481080
0.584	Remote Similarity	NPC210729
0.584	Remote Similarity	NPC82931
0.5827	Remote Similarity	NPC192600
0.5826	Remote Similarity	NPC475208
0.5826	Remote Similarity	NPC48499
0.5814	Remote Similarity	NPC100639
0.5794	Remote Similarity	NPC172365
0.5789	Remote Similarity	NPC293330
0.5789	Remote Similarity	NPC65105
0.5769	Remote Similarity	NPC471577
0.575	Remote Similarity	NPC104071
0.5748	Remote Similarity	NPC475287
0.5746	Remote Similarity	NPC136768
0.5724	Remote Similarity	NPC472270
0.5724	Remote Similarity	NPC112492
0.5714	Remote Similarity	NPC475584
0.5714	Remote Similarity	NPC475152
0.5702	Remote Similarity	NPC102439
0.5702	Remote Similarity	NPC46665
0.5695	Remote Similarity	NPC469776
0.5683	Remote Similarity	NPC480422
0.5682	Remote Similarity	NPC476068
0.568	Remote Similarity	NPC69811
0.5672	Remote Similarity	NPC161717
0.5669	Remote Similarity	NPC114287
0.5662	Remote Similarity	NPC70809
0.5649	Remote Similarity	NPC481323
0.562	Remote Similarity	NPC160415
0.562	Remote Similarity	NPC117714
0.561	Remote Similarity	NPC488517
0.5597	Remote Similarity	NPC471580
0.5591	Remote Similarity	NPC11242
0.5584	Remote Similarity	NPC32723
0.5583	Remote Similarity	NPC469946
0.5548	Remote Similarity	NPC329893
0.5548	Remote Similarity	NPC469778
0.5547	Remote Similarity	NPC185466
0.5528	Remote Similarity	NPC148417
0.5526	Remote Similarity	NPC23020
0.5496	Remote Similarity	NPC480419
0.5492	Remote Similarity	NPC30289
0.5484	Remote Similarity	NPC123796
0.5479	Remote Similarity	NPC484831
0.5478	Remote Similarity	NPC135334
0.5473	Remote Similarity	NPC484829
0.5462	Remote Similarity	NPC56713
0.5455	Remote Similarity	NPC470218
0.5448	Remote Similarity	NPC237191
0.5443	Remote Similarity	NPC481324
0.544	Remote Similarity	NPC488515
0.5436	Remote Similarity	NPC233223
0.5436	Remote Similarity	NPC183816
0.5436	Remote Similarity	NPC43589
0.5417	Remote Similarity	NPC173583
0.5414	Remote Similarity	NPC25663
0.5397	Remote Similarity	NPC37134
0.5395	Remote Similarity	NPC311178
0.5391	Remote Similarity	NPC31838
0.5385	Remote Similarity	NPC238935
0.5385	Remote Similarity	NPC610204
0.5374	Remote Similarity	NPC484830
0.5372	Remote Similarity	NPC295371
0.5362	Remote Similarity	NPC144644
0.5362	Remote Similarity	NPC170407
0.536	Remote Similarity	NPC297263
0.5337	Remote Similarity	NPC476113
0.5328	Remote Similarity	NPC263756
0.5323	Remote Similarity	NPC104400
0.5323	Remote Similarity	NPC173859
0.5323	Remote Similarity	NPC10320
0.5323	Remote Similarity	NPC148603
0.5323	Remote Similarity	NPC480475
0.5309	Remote Similarity	NPC295941
0.5298	Remote Similarity	NPC300655
0.5298	Remote Similarity	NPC196874
0.5294	Remote Similarity	NPC265841
0.5294	Remote Similarity	NPC480418
0.529	Remote Similarity	NPC469775
0.5271	Remote Similarity	NPC187290
0.527	Remote Similarity	NPC297950
0.5267	Remote Similarity	NPC329878
0.5263	Remote Similarity	NPC219180
0.5263	Remote Similarity	NPC603137
0.526	Remote Similarity	NPC222951
0.5253	Remote Similarity	NPC322904
0.5252	Remote Similarity	NPC37860
0.5244	Remote Similarity	NPC469773
0.5238	Remote Similarity	NPC222580
0.5235	Remote Similarity	NPC472268
0.5234	Remote Similarity	NPC301449
0.5234	Remote Similarity	NPC488520
0.5234	Remote Similarity	NPC601290
0.5226	Remote Similarity	NPC488619
0.5211	Remote Similarity	NPC68767
0.5211	Remote Similarity	NPC480417
0.5203	Remote Similarity	NPC213674
0.5197	Remote Similarity	NPC471435
0.5197	Remote Similarity	NPC471434
0.5197	Remote Similarity	NPC484832
0.5195	Remote Similarity	NPC478559
0.5195	Remote Similarity	NPC478560
0.519	Remote Similarity	NPC469774
0.5166	Remote Similarity	NPC475394
0.5159	Remote Similarity	NPC235438
0.5145	Remote Similarity	NPC271610
0.5145	Remote Similarity	NPC312650
0.5143	Remote Similarity	NPC482012
0.5143	Remote Similarity	NPC476991
0.5125	Remote Similarity	NPC324933
0.5118	Remote Similarity	NPC475504
0.5116	Remote Similarity	NPC218954
0.5115	Remote Similarity	NPC470915
0.5111	Remote Similarity	NPC475140
0.5105	Remote Similarity	NPC293031
0.5098	Remote Similarity	NPC13989
0.5096	Remote Similarity	NPC472269
0.5094	Remote Similarity	NPC100612
0.5093	Remote Similarity	NPC100925
0.5083	Remote Similarity	NPC29069
0.5082	Remote Similarity	NPC235405

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC190927 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7691
0.1-0.2	1413
0.2-0.3	42
0.3-0.4	4
0.4-0.5	0
0.5-0.6	0
0.6-0.7	0
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
		NPD

Bioactivity similarity

Similar Natural Products in NPASS

Similarity level is defined by Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.
Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data