NPASS Compound

Natural Product: NPC476779

Natural Product ID	NPC476779
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	assamsaponins A
IUPAC Name	(2S,3S,4S,5R,6R)-6-[[(3S,4S,6aR,6bS,8R,8aR,9S,14bR)-4-formyl-8-hydroxy-8a-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-9-[(Z)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	44566253
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 170178 0 0 0 0 0 0 0 0999 V2000 12.8401 3.2833 2.1274 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6811 4.0826 2.5964 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4278 3.6803 2.4899 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3310 4.5441 2.9861 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1511 2.3910 1.8855 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0478 1.6261 1.4544 O 0 0 0 0 0 0 0 0 0 0 0 0 8.8325 1.9151 1.7441 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5427 0.6780 1.1562 C 0 0 1 0 0 0 0 0 0 0 0 0 7.9300 -0.3339 2.0723 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1425 -1.6751 1.3848 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7326 -1.7044 -0.0384 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3009 -0.4596 -0.7017 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7872 0.8233 -0.1446 C 0 0 1 0 0 0 0 0 0 0 0 0 6.7479 1.9137 -0.1055 C 0 0 1 0 0 0 0 0 0 0 0 0 5.4003 1.5585 0.3508 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8288 0.2933 -0.2456 C 0 0 2 0 0 0 0 0 0 0 0 0 5.8471 -0.4059 -1.0764 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4519 -0.9861 -2.1859 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0759 -1.0449 -2.7351 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0809 -0.7466 -1.6025 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5453 0.5337 -1.0141 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5727 1.1941 -0.0852 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2047 0.5504 -0.0671 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7440 0.2172 -1.4852 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6631 -0.8137 -2.0968 C 0 0 2 0 0 0 0 0 0 0 0 0 1.1548 -2.2180 -1.8237 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2216 -2.3775 -0.7013 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8826 -1.3647 -0.5617 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.6923 -0.1495 -1.4070 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.3073 -0.4422 -2.7873 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4440 1.0425 -0.9615 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9415 2.1211 -0.8916 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1237 -2.0145 -0.8039 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9224 -2.1102 0.2904 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.3956 -1.9315 0.1068 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.9108 -1.6370 1.5080 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.5974 -2.8576 2.3542 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3260 -3.5493 2.0602 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.8051 -3.4433 0.8074 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3527 -4.9949 2.4836 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9267 -5.8376 1.6625 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8125 -5.4170 3.7005 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.6222 -2.5065 3.7121 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.1922 -1.2359 1.6060 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.4625 -0.0092 2.1970 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.2768 0.7923 1.2246 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.7255 0.3113 1.1999 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.2975 0.7869 2.5452 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.1324 0.8215 3.5154 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2276 -0.1949 3.3527 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.3301 -0.0293 2.9443 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.7702 -1.0754 1.1098 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.2048 2.1554 1.3692 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.6859 2.7676 0.2585 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.8040 3.6643 -0.3008 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.9051 4.9454 0.4801 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.1673 4.8376 1.7960 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.7639 4.3530 1.6257 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5962 3.5896 0.4893 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.1630 6.1079 2.3786 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.2645 5.1948 0.7872 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6087 3.8879 -1.6639 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8054 -1.0253 -0.8351 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.4869 -1.6389 -1.8751 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.0604 -1.1974 -3.2555 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.0930 -1.6962 -4.2698 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.0004 -2.7216 -3.6443 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.5857 -2.3420 -2.3307 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.8715 -1.3434 -1.7135 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7901 -3.5591 -1.4294 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5294 -4.5040 -2.1716 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.3669 -3.9837 -3.5861 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.4212 -2.2738 -5.3421 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.9881 0.1728 -3.3697 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5685 -0.6366 -3.6020 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9087 1.5501 -2.1075 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4906 -0.6025 0.9284 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2409 2.9348 0.7068 O 0 0 0 0 0 0 0 0 0 0 0 0 8.8654 1.4303 -1.0906 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9377 0.5796 -1.2072 O 0 0 0 0 0 0 0 0 0 0 0 0 9.6645 -1.8992 1.4443 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5219 -2.8023 2.1908 C 0 0 0 0 0 0 0 0 0 0 0 0 13.7888 3.8586 2.3266 H 0 0 0 0 0 0 0 0 0 0 0 0 12.8139 3.0635 1.0450 H 0 0 0 0 0 0 0 0 0 0 0 0 12.8507 2.3331 2.7227 H 0 0 0 0 0 0 0 0 0 0 0 0 11.9129 5.0647 3.0540 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9006 5.1371 2.1308 H 0 0 0 0 0 0 0 0 0 0 0 0 9.6414 5.2696 3.7388 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4985 3.9430 3.4495 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5380 0.2223 0.8621 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9127 -0.1551 2.3905 H 0 0 0 0 0 0 0 0 0 0 0 0 8.5517 -0.3058 3.0117 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9486 -2.5003 -0.1397 H 0 0 0 0 0 0 0 0 0 0 0 0 8.5916 -2.1577 -0.6436 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8051 -0.5188 -1.7414 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6722 2.3493 -1.1352 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4245 1.5265 1.4818 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7107 2.3865 0.1245 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2154 -1.4993 -2.8061 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0734 -0.1922 -3.4875 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9131 -2.0251 -3.1750 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2536 -1.5871 -0.8957 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4147 2.2630 -0.3583 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9139 1.2123 0.9793 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5238 1.2372 0.4156 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2700 -0.3329 0.5883 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8597 1.1454 -2.0716 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0356 -2.8995 -1.6002 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7193 -2.7051 -2.7407 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7808 -2.5776 0.2471 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2901 -3.3827 -0.8671 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9094 -1.0697 0.4986 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4149 -0.2129 -2.6622 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9861 0.2404 -3.5626 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3249 -1.5201 -3.0210 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4807 0.9355 -0.6905 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4662 -1.5268 1.1311 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7749 -2.9374 -0.2362 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2528 -0.8397 1.9132 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4309 -3.6076 2.2311 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5462 -3.0963 2.7499 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4607 -6.2156 3.7152 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5386 -3.2953 4.2729 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5900 0.5625 2.5034 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8739 0.5459 0.2101 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2197 0.7684 0.3434 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.6989 1.8033 2.3527 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6283 0.6531 4.5361 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7272 1.8361 3.5657 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.7889 -0.4544 2.1594 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.6071 -1.4259 0.7344 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3902 2.0292 -0.5388 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.7440 3.0961 -0.1662 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4999 5.8286 -0.0633 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7491 4.1470 2.4517 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0454 5.2057 1.6187 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4906 3.6939 2.5017 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.8673 6.1858 3.0753 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.6055 4.3512 1.1948 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5150 4.0460 -2.0672 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4428 -2.7316 -1.7181 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1055 -1.6831 -3.5011 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6651 -0.8449 -4.6510 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.8409 -2.8850 -4.3857 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6249 -1.9358 -2.4891 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3425 -3.2338 -0.5327 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8523 -4.0653 -1.1645 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.2843 -5.4191 -1.8831 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2123 -4.2467 -4.5390 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0419 -2.6155 -6.0173 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5147 0.3711 -4.2385 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3468 0.3784 -3.9247 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4530 -1.0307 -4.1519 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7468 -1.2934 -4.0288 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9381 1.4052 -2.4784 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8506 2.5631 -1.6612 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1741 1.5321 -2.9398 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2632 -1.4053 1.0831 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4781 -0.9906 0.9528 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5782 -0.0066 1.8936 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9274 3.7962 0.3360 H 0 0 0 0 0 0 0 0 0 0 0 0 8.3821 1.5019 -2.0799 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1309 2.4433 -0.7493 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0739 0.2058 -2.1104 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0643 -1.3249 2.2747 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0798 -1.6905 0.4539 H 0 0 0 0 0 0 0 0 0 0 0 0 9.8569 -2.9818 1.6397 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2940 -3.5861 2.3169 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6276 -3.2482 1.7008 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1985 -2.4176 3.1689 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 2 0 3 4 1 0 3 5 1 0 5 6 2 0 5 7 1 0 7 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 1 0 14 15 1 0 15 16 1 0 16 17 1 0 17 18 2 0 18 19 1 0 19 20 1 0 20 21 1 0 21 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 29 30 1 6 29 31 1 0 31 32 2 0 28 33 1 0 33 34 1 0 34 35 1 0 35 36 1 0 36 37 1 0 37 38 1 0 38 39 1 0 38 40 1 0 40 41 2 0 40 42 1 0 37 43 1 0 36 44 1 0 44 45 1 0 45 46 1 0 46 47 1 0 47 48 1 0 48 49 1 0 49 50 1 0 48 51 1 0 47 52 1 0 46 53 1 0 53 54 1 0 54 55 1 0 55 56 1 0 56 57 1 0 57 58 1 0 58 59 1 0 57 60 1 0 56 61 1 0 55 62 1 0 35 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 68 70 1 0 70 71 1 0 67 72 1 0 66 73 1 0 65 74 1 0 25 75 1 6 21 76 1 6 16 77 1 1 14 78 1 0 13 79 1 6 79 80 1 0 10 81 1 0 10 82 1 0 13 8 1 0 17 12 1 0 21 16 1 0 25 20 1 0 29 24 1 0 39 34 1 0 50 45 1 0 59 54 1 0 69 64 1 0 1 83 1 0 1 84 1 0 1 85 1 0 2 86 1 0 4 87 1 0 4 88 1 0 4 89 1 0 8 90 1 6 9 91 1 0 9 92 1 0 11 93 1 0 11 94 1 0 12 95 1 0 14 96 1 6 15 97 1 0 15 98 1 0 18 99 1 0 19100 1 0 19101 1 0 20102 1 0 22103 1 0 22104 1 0 23105 1 0 23106 1 0 24107 1 0 26108 1 0 26109 1 0 27110 1 0 27111 1 0 28112 1 1 30113 1 0 30114 1 0 30115 1 0 31116 1 0 34117 1 1 35118 1 6 36119 1 1 37120 1 1 38121 1 1 42122 1 0 43123 1 0 45124 1 1 46125 1 6 47126 1 6 48127 1 6 49128 1 0 49129 1 0 51130 1 0 52131 1 0 54132 1 6 55133 1 6 56134 1 6 57135 1 1 58136 1 0 58137 1 0 60138 1 0 61139 1 0 62140 1 0 64141 1 6 65142 1 6 66143 1 6 67144 1 6 68145 1 6 70146 1 0 70147 1 0 71148 1 0 72149 1 0 73150 1 0 74151 1 0 75152 1 0 75153 1 0 75154 1 0 76155 1 0 76156 1 0 76157 1 0 77158 1 0 77159 1 0 77160 1 0 78161 1 0 79162 1 0 79163 1 0 80164 1 0 81165 1 0 81166 1 0 81167 1 0 82168 1 0 82169 1 0 82170 1 0 M END

Standard InCHIKey	MHYNEDICVBVDKF-PDZRTEKISA-N
Standard InCHI	InChI=1S/C57H88O25/c1-9-24(2)47(73)77-34-18-52(3,4)16-26-25-10-11-31-53(5)14-13-33(54(6,22-59)30(53)12-15-55(31,7)56(25,8)17-32(63)57(26,34)23-60)78-51-45(82-49-40(69)38(67)37(66)29(19-58)76-49)42(41(70)43(80-51)46(71)72)79-50-44(36(65)28(62)21-75-50)81-48-39(68)35(64)27(61)20-74-48/h9-10,22,26-45,48-51,58,60-70H,11-21,23H2,1-8H3,(H,71,72)/b24-9-/t26?,27-,28+,29-,30?,31?,32-,33+,34+,35+,36+,37+,38+,39-,40-,41+,42+,43+,44-,45-,48+,49-,50+,51-,53+,54+,55-,56-,57+/m1/s1
SMILES	C/C=C(/C)\C(=O)O[C@H]1CC(CC2[C@]1([C@@H](C[C@@]3(C2=CCC4[C@]3(CCC5[C@@]4(CC[C@@H]([C@@]5(C)C=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O[C@H]7[C@@H]([C@H]([C@H](CO7)O)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O[C@@H]9[C@@H]([C@H]([C@H]([C@H](O9)CO)O)O)O)C)C)C)O)CO)(C)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	1172.56	Volume:	1123.993 ? Van der Waals volume.
Dense:	1.043	LogP:	1.005 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.889 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.003 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	15.0	Rigid Bonds:	54.0
TPSA:	397.27 ? Topological Polar Surface Area.	H-Bond Acceptor:	25.0
H-Bond Donor:	13.0	Rings:	9.0
Heavy Atoms:	25.0

MedChem Properties

QED Drug-Likeness Score:	0.031	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	7.256	Fsp³:	0.877
MCE-18:	200.579 ? 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:	0.692	Fluc inhibitor:	0.001 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.001 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.048 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.209	Promiscuous compounds:	0.036

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.251	MDCK Permeability:	-5.17
Pgp-inhibitor:	0.0	Pgp-substrate:	0.95
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):	0.774
20% Bioavailability (F20%):	0.988	30% Bioavailability (F30%):	0.973
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.706
Plasma Protein Binding (PPB):	59.334%	Volume Distribution (VD):	-0.458
Fu:	28.777% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.999
OATP1B3 inhibitor:	0.325	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:	0.0
HLM stability:	0.021 ? 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):

-0.409

Half-life (T1/2):

3.359

ADMET: Toxicity

hERG Blockers:	0.0	hERG Blockers (10um):	0.001
Human Hepatotoxicity (H-HT):	0.721	Drug-induced Liver Injury (DILI):	0.348
AMES Toxicity:	0.828	Rat Oral Acute Toxicity:	0.007
Maximum Recommended Daily Dose:	0.062	Skin Sensitization:	1.0
Carcinogencity:	0.038	Eye Corrosion:	0.0
Eye Irritation:	0.0	Respiratory Toxicity:	0.001
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	1.0
Hematotoxicity:	0.446	Drug-induced Nephrotoxicity:	0.995
Genotoxicity:	0.978	RPMI-8226 Immunitoxicity:	0.216
A549 Cytotoxicity:	0.485	Hek293 Cytotoxicity:	0.433
BCF:	0.233 ? 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:	3.623 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.799 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.55 ? 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
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[ 16712885]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.foodchem.2013.08.121]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Flowers	n.a.	n.a.	PMID[16180814]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	seeds	Shizuoka prefecture, Japan	n.a.	PMID[16499314]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18068204]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21434603]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	flower	n.a.	PMID[21922925]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	flower buds	n.a.	n.a.	PMID[21925888]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	leaves	n.a.	n.a.	PMID[22377672]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	leaf	n.a.	PMID[23265489]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Leaves	Bandung, West Java, Indonesia		PMID[23621359]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37255739]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Stem	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Shoot	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Seed Oil	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Leaf Essent. Oil	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Cotyledon	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	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

Activity Type	# Activity
Inhibition	1

Activity Type	# Activity
Organism	1

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
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Inhibition	=	61	%	PMID[16499314]

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 NPC476779 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	22141
0.1-0.2	23575
0.2-0.3	3093
0.3-0.4	539
0.4-0.5	363
0.5-0.6	96
0.6-0.7	27
0.7-0.8	0
0.8-0.85	1
0.85-0.9	1
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.9107	High Similarity	NPC265841
0.8707	High Similarity	NPC476777
0.8083	Intermediate Similarity	NPC110700
0.7983	Intermediate Similarity	NPC476780
0.7967	Intermediate Similarity	NPC476778
0.7931	Intermediate Similarity	NPC284449
0.7917	Intermediate Similarity	NPC271610
0.7815	Intermediate Similarity	NPC71391
0.7686	Intermediate Similarity	NPC476774
0.7561	Intermediate Similarity	NPC484059
0.7561	Intermediate Similarity	NPC484060
0.7398	Intermediate Similarity	NPC488308
0.7381	Intermediate Similarity	NPC476775
0.7355	Intermediate Similarity	NPC602995
0.7339	Intermediate Similarity	NPC312650
0.7266	Intermediate Similarity	NPC279915
0.7213	Intermediate Similarity	NPC283417
0.7213	Intermediate Similarity	NPC200049
0.7077	Intermediate Similarity	NPC476776
0.7054	Intermediate Similarity	NPC488309
0.696	Remote Similarity	NPC192765
0.6905	Remote Similarity	NPC178264
0.6803	Remote Similarity	NPC25998
0.6614	Remote Similarity	NPC277212
0.6614	Remote Similarity	NPC30279
0.6541	Remote Similarity	NPC484063
0.6541	Remote Similarity	NPC484064
0.6512	Remote Similarity	NPC484061
0.6512	Remote Similarity	NPC484062
0.648	Remote Similarity	NPC609119
0.6452	Remote Similarity	NPC477195
0.6446	Remote Similarity	NPC302887
0.6434	Remote Similarity	NPC329828
0.6423	Remote Similarity	NPC160452
0.6333	Remote Similarity	NPC44716
0.6231	Remote Similarity	NPC47995
0.6231	Remote Similarity	NPC473918
0.6183	Remote Similarity	NPC4749
0.6172	Remote Similarity	NPC478155
0.6172	Remote Similarity	NPC478154
0.6148	Remote Similarity	NPC302543
0.6111	Remote Similarity	NPC187290
0.6061	Remote Similarity	NPC82380
0.6061	Remote Similarity	NPC244296
0.6032	Remote Similarity	NPC187618
0.6015	Remote Similarity	NPC470518
0.6	Remote Similarity	NPC485563
0.5896	Remote Similarity	NPC21691
0.5891	Remote Similarity	NPC107536
0.5891	Remote Similarity	NPC280029
0.5891	Remote Similarity	NPC9470
0.5865	Remote Similarity	NPC46823
0.5859	Remote Similarity	NPC329976
0.5854	Remote Similarity	NPC605226
0.5846	Remote Similarity	NPC610204
0.5833	Remote Similarity	NPC475368
0.5827	Remote Similarity	NPC477191
0.5794	Remote Similarity	NPC64715
0.5781	Remote Similarity	NPC477193
0.5725	Remote Similarity	NPC313110
0.5693	Remote Similarity	NPC225791
0.5692	Remote Similarity	NPC605294
0.5683	Remote Similarity	NPC11577
0.5683	Remote Similarity	NPC141600
0.5672	Remote Similarity	NPC269484
0.5672	Remote Similarity	NPC97918
0.5649	Remote Similarity	NPC470475
0.5649	Remote Similarity	NPC472267
0.5649	Remote Similarity	NPC115656
0.5649	Remote Similarity	NPC477196
0.5635	Remote Similarity	NPC475591
0.5635	Remote Similarity	NPC236870
0.5615	Remote Similarity	NPC104137
0.5615	Remote Similarity	NPC26626
0.56	Remote Similarity	NPC117714
0.5581	Remote Similarity	NPC301449
0.5581	Remote Similarity	NPC218954
0.5581	Remote Similarity	NPC601290
0.5573	Remote Similarity	NPC11242
0.5515	Remote Similarity	NPC252289
0.5515	Remote Similarity	NPC305793
0.5489	Remote Similarity	NPC252657
0.5489	Remote Similarity	NPC88311
0.5476	Remote Similarity	NPC30289
0.5462	Remote Similarity	NPC23275
0.5433	Remote Similarity	NPC164389
0.5429	Remote Similarity	NPC484833
0.5411	Remote Similarity	NPC485562
0.5396	Remote Similarity	NPC473452
0.5379	Remote Similarity	NPC609281
0.5368	Remote Similarity	NPC470476
0.5359	Remote Similarity	NPC485564
0.5338	Remote Similarity	NPC480939
0.5338	Remote Similarity	NPC815
0.5328	Remote Similarity	NPC475140
0.5323	Remote Similarity	NPC59804
0.5317	Remote Similarity	NPC263756
0.5317	Remote Similarity	NPC80843
0.5317	Remote Similarity	NPC22956
0.5299	Remote Similarity	NPC478152
0.5299	Remote Similarity	NPC478151
0.5294	Remote Similarity	NPC124828
0.5286	Remote Similarity	NPC286457
0.528	Remote Similarity	NPC127056
0.5274	Remote Similarity	NPC489209
0.5271	Remote Similarity	NPC118440
0.5263	Remote Similarity	NPC469947
0.5263	Remote Similarity	NPC207738
0.5263	Remote Similarity	NPC480948
0.5259	Remote Similarity	NPC610461
0.5252	Remote Similarity	NPC85154
0.5227	Remote Similarity	NPC477076
0.5203	Remote Similarity	NPC1046
0.5197	Remote Similarity	NPC213674
0.5194	Remote Similarity	NPC251768
0.5185	Remote Similarity	NPC475119
0.5185	Remote Similarity	NPC288205
0.5185	Remote Similarity	NPC51465
0.5166	Remote Similarity	NPC489208
0.5156	Remote Similarity	NPC242840
0.5152	Remote Similarity	NPC114692
0.5145	Remote Similarity	NPC478150
0.5143	Remote Similarity	NPC181066
0.5143	Remote Similarity	NPC478597
0.5118	Remote Similarity	NPC603026
0.5115	Remote Similarity	NPC131469
0.5113	Remote Similarity	NPC323359
0.5113	Remote Similarity	NPC477075
0.5109	Remote Similarity	NPC123522
0.5077	Remote Similarity	NPC488526
0.5077	Remote Similarity	NPC232237
0.5076	Remote Similarity	NPC95437
0.5076	Remote Similarity	NPC79718
0.5076	Remote Similarity	NPC603832
0.5075	Remote Similarity	NPC477077
0.5075	Remote Similarity	NPC477192
0.507	Remote Similarity	NPC478596
0.5039	Remote Similarity	NPC112352
0.5038	Remote Similarity	NPC236657
0.5038	Remote Similarity	NPC63159
0.5037	Remote Similarity	NPC481078
0.5037	Remote Similarity	NPC477194
0.5036	Remote Similarity	NPC603137

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC476779 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6758
0.1-0.2	2341
0.2-0.3	46
0.3-0.4	5
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