NPASS Compound

Natural Product: NPC129372

Natural Product ID	NPC129372
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Ginsenoside 20(R)-Rh1
IUPAC Name	(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-17-[(2R)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL3594353
PubChem CID	21599923
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 107111 0 0 0 0 0 0 0 0999 V2000 9.1520 2.0061 0.3910 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7345 0.6025 0.5853 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7471 0.1092 -0.1055 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0322 0.9413 -1.0892 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5929 1.1548 -0.8570 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7177 -0.0770 -0.8270 C 0 0 2 0 0 0 0 0 0 0 0 0 4.8145 -0.7805 -2.1163 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3673 0.4022 -0.4264 C 0 0 1 0 0 0 0 0 0 0 0 0 2.8087 1.4351 -1.4205 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3067 1.4944 -1.1190 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0879 0.4058 -0.1453 C 0 0 2 0 0 0 0 0 0 0 0 0 1.2446 0.9743 1.2395 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2679 -0.5587 -0.3802 C 0 0 2 0 0 0 0 0 0 0 0 0 2.3132 -1.6631 0.5921 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9549 -2.3848 0.5889 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1380 -1.4169 0.7630 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.4757 -2.0118 1.1384 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.9188 -2.8934 0.0442 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3374 -2.8734 2.3495 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6910 -3.4673 2.7447 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7900 -2.4812 2.7229 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3142 -1.0449 2.5652 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5831 -0.2345 2.5738 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6762 -0.7299 3.9438 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3560 -0.8244 1.4798 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.6861 -0.1487 0.2256 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.3527 0.5533 -0.2379 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2164 -0.3723 -0.3212 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.1984 -0.9628 -1.7246 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5503 0.9299 0.2574 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4154 0.9962 -0.8393 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.8671 0.9424 -0.4905 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.7716 1.5406 -1.4961 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.2302 2.6269 -2.3493 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.7464 2.4585 -2.6233 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.2383 3.7979 -3.1409 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8197 4.1111 -4.3495 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1227 2.2245 -1.4261 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8808 2.6971 -3.5787 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.8638 2.1020 -0.7831 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.2093 -0.4402 -0.4336 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8322 -2.7380 1.8395 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1910 -2.6434 0.0627 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1500 -0.9072 0.2347 O 0 0 0 0 0 0 0 0 0 0 0 0 9.4505 -0.2330 1.5735 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4386 2.2540 -0.6458 H 0 0 0 0 0 0 0 0 0 0 0 0 9.9708 2.3070 1.0796 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2585 2.6565 0.6257 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4512 -0.9108 0.0372 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4824 1.9800 -1.1269 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2871 0.5279 -2.0900 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2068 1.7883 -1.6825 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4688 1.7575 0.0683 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2620 -0.1605 -2.9383 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8831 -1.1815 -2.5290 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5191 -1.6512 -2.0140 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4718 0.9324 0.5392 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9067 0.9487 -2.4202 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2983 2.4024 -1.3403 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6908 1.5389 -2.0040 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1705 2.5020 -0.6192 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8436 1.9360 1.1905 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3037 1.2918 1.7199 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7801 0.3411 1.9464 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1823 -1.0321 -1.3920 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6729 -1.4496 1.5903 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8836 -3.0939 -0.2294 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0171 -3.0048 1.5329 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1302 -0.8234 1.6979 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0738 -3.6441 -0.0841 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7772 -3.5705 0.2624 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0850 -2.4923 -0.9388 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7832 -3.7995 1.9929 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7901 -2.4543 3.1876 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9600 -4.3512 2.1299 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5053 -3.8996 3.7741 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2828 -2.5208 3.7444 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9488 -0.1891 3.6594 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4234 -0.7596 2.0775 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4667 0.8257 2.3256 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6686 -0.2934 3.7077 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2905 -0.0408 4.5355 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5591 -1.6418 4.5521 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6108 -0.0851 1.9699 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0222 -0.7609 -0.6392 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6205 0.9367 -1.2469 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2283 1.4557 0.3932 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1699 -0.7460 -2.2679 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5400 -0.4328 -2.3985 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1004 -2.0083 -1.7620 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2373 0.1634 -1.5525 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0370 1.3933 0.5131 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2614 0.7602 -2.1434 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3476 3.5962 -1.8458 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6111 1.6638 -3.3656 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4559 4.6132 -2.4391 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1355 3.7777 -3.3037 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9713 5.0771 -4.4282 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3498 2.3202 -4.3102 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.4517 1.3676 -0.5042 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2100 -0.4725 -0.3796 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4045 -3.4841 2.1137 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7271 -3.1010 -0.6821 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2371 -0.3760 1.0692 H 0 0 0 0 0 0 0 0 0 0 0 0 10.4842 -0.4624 1.2848 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9052 -1.1678 1.8177 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5136 0.3280 2.5494 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 2 3 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 1 11 13 1 0 13 14 1 0 14 15 1 0 15 16 1 0 16 17 1 0 17 18 1 6 17 19 1 0 19 20 1 0 20 21 1 0 21 22 1 0 22 23 1 0 22 24 1 0 22 25 1 0 25 26 1 0 26 27 1 0 27 28 1 0 28 29 1 6 26 30 1 0 30 31 1 0 31 32 1 0 32 33 1 0 33 34 1 0 34 35 1 0 35 36 1 0 36 37 1 0 35 38 1 0 34 39 1 0 33 40 1 0 32 41 1 0 21 42 1 0 14 43 1 0 6 44 1 1 2 45 1 0 13 8 1 0 28 16 1 0 38 31 1 0 28 11 1 0 25 17 1 0 1 46 1 0 1 47 1 0 1 48 1 0 3 49 1 0 4 50 1 0 4 51 1 0 5 52 1 0 5 53 1 0 7 54 1 0 7 55 1 0 7 56 1 0 8 57 1 1 9 58 1 0 9 59 1 0 10 60 1 0 10 61 1 0 12 62 1 0 12 63 1 0 12 64 1 0 13 65 1 6 14 66 1 1 15 67 1 0 15 68 1 0 16 69 1 1 18 70 1 0 18 71 1 0 18 72 1 0 19 73 1 0 19 74 1 0 20 75 1 0 20 76 1 0 21 77 1 1 23 78 1 0 23 79 1 0 23 80 1 0 24 81 1 0 24 82 1 0 24 83 1 0 25 84 1 1 26 85 1 6 27 86 1 0 27 87 1 0 29 88 1 0 29 89 1 0 29 90 1 0 31 91 1 6 32 92 1 1 33 93 1 6 34 94 1 1 35 95 1 6 36 96 1 0 36 97 1 0 37 98 1 0 39 99 1 0 40100 1 0 41101 1 0 42102 1 0 43103 1 0 44104 1 0 45105 1 0 45106 1 0 45107 1 0 M END

Standard InCHIKey	RAQNTCRNSXYLAH-PQYWRUIPSA-N
Standard InCHI	InChI=1S/C36H62O9/c1-19(2)10-9-13-36(8,43)20-11-15-34(6)26(20)21(38)16-24-33(5)14-12-25(39)32(3,4)30(33)22(17-35(24,34)7)44-31-29(42)28(41)27(40)23(18-37)45-31/h10,20-31,37-43H,9,11-18H2,1-8H3/t20-,21+,22-,23+,24+,25-,26-,27+,28-,29+,30-,31+,33+,34+,35+,36+/m0/s1
SMILES	CC(=CCC[C@](C)([C@H]1CC[C@]2(C)[C@@H]1[C@@H](C[C@@H]1[C@@]3(C)CC[C@@H](C(C)(C)[C@@H]3[C@H](C[C@@]21C)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)O)O)O)C

Calculated Properties

Physi-Chem Properties

MedChem Properties

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

ADMET: Distribution

ADMET: Metabolism

ADMET: Excretion

ADMET: Toxicity

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO20712	Panax quinquefolius	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[ 12877918]
NPO20712	Panax quinquefolius	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.jarmap.2018.11.004]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.jarmap.2018.11.004]
NPO210	Uvaria calamistrata	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10075755]
NPO210	Uvaria calamistrata	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11000019]
NPO11248	Tachigalia paniculata	n.a.	n.a.	n.a.	leaves	n.a.	n.a.	PMID[12444671]
NPO21891	Panax notoginseng	Species	Araliaceae	Eukaryota	Flower buds	n.a.	n.a.	PMID[12880307]
NPO21891	Panax notoginseng	Species	Araliaceae	Eukaryota	Stems	n.a.	n.a.	PMID[17663584]
NPO21891	Panax notoginseng	Species	Araliaceae	Eukaryota	Roots	n.a.	n.a.	PMID[18186611]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	leaf	n.a.	PMID[18409045]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	flower buds	n.a.	n.a.	PMID[19926279]
NPO10540	Passiflora incarnata	Species	Passifloraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2026709]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	root	n.a.	PMID[2092947]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	berry	n.a.	n.a.	PMID[21216145]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	leaves	n.a.	n.a.	PMID[24290061]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24968750]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25152999]
NPO20712	Panax quinquefolius	Species	Araliaceae	Eukaryota	leaves and stems	n.a.	n.a.	PMID[25442304]
NPO21891	Panax notoginseng	Species	Araliaceae	Eukaryota	Steamed Roots	n.a.	n.a.	PMID[26200131]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	stems-leaves	n.a.	n.a.	PMID[26420067]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	stem	n.a.	PMID[27914541]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	Flower Buds	n.a.	n.a.	PMID[28345906]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32129622]
NPO7998	Senecio paludaffinis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11642	Dacrydium cupressinum	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11488	Alstonia muelleriana	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10540	Passiflora incarnata	Species	Passifloraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5189	Glycine tomentella	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO12684	Trigonella grandiflora	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13568	Hypoxylon rubiginosum	Species	Xylariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13166	Nicotiana undulata	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO210	Uvaria calamistrata	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11248	Tachigalia paniculata	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[COCONUT]
NPO21891	Panax notoginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14354	Artemisia cina	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO20712	Panax quinquefolius	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14255	Streptomyces flocculus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10540	Passiflora incarnata	Species	Passifloraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[MetaboLights]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10540	Passiflora incarnata	Species	Passifloraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20712	Panax quinquefolius	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21891	Panax notoginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO20712	Panax quinquefolius	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO21891	Panax notoginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO19635	Coreopsis nodosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11248	Tachigalia paniculata	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO14255	Streptomyces flocculus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO210	Uvaria calamistrata	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18805	Tripolium pannonicum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21854	Pterocladiella tenuis	Species	Gelidiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12001	Saccharomyces pastori	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5189	Glycine tomentella	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20712	Panax quinquefolius	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7998	Senecio paludaffinis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22666	Haematococcus lacustris	Species	Haematococcaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13166	Nicotiana undulata	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO731	Panax schinseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11488	Alstonia muelleriana	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14354	Artemisia cina	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10540	Passiflora incarnata	Species	Passifloraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11642	Dacrydium cupressinum	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21891	Panax notoginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12684	Trigonella grandiflora	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13568	Hypoxylon rubiginosum	Species	Xylariaceae	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
Activity	1
IC50	7

Activity Type	# Activity
Cell line	7
Non-molecular	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
NPT681	Cell line	PC-12	Rattus norvegicus	Activity	=	8.5	%	PMID[26200131]
NPT116	Cell line	HL-60	Homo sapiens	IC50	>	10000.0	nM	PMID[26200131]
NPT81	Cell line	A549	Homo sapiens	IC50	>	10000.0	nM	PMID[26200131]
NPT83	Cell line	MCF7	Homo sapiens	IC50	>	10000.0	nM	PMID[26200131]
NPT660	Cell line	SW480	Homo sapiens	IC50	>	10000.0	nM	PMID[26200131]
NPT116	Cell line	HL-60	Homo sapiens	IC50	>	200000.0	nM	PMID[26420067]
NPT65	Cell line	HepG2	Homo sapiens	IC50	>	200000.0	nM	PMID[26420067]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	IC50	>	10000.0	nM	PMID[26200131]

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 NPC129372 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	21172
0.1-0.2	23204
0.2-0.3	4847
0.3-0.4	538
0.4-0.5	45
0.5-0.6	13
0.6-0.7	22
0.7-0.8	0
0.8-0.85	6
0.85-0.9	2
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC47566
0.9054	High Similarity	NPC473020
0.8816	High Similarity	NPC472252
0.8816	High Similarity	NPC245280
0.831	Intermediate Similarity	NPC140446
0.825	Intermediate Similarity	NPC16520
0.825	Intermediate Similarity	NPC211879
0.825	Intermediate Similarity	NPC189852
0.825	Intermediate Similarity	NPC155010
0.8125	Intermediate Similarity	NPC231340
0.7848	Intermediate Similarity	NPC473199
0.7619	Intermediate Similarity	NPC286969
0.7403	Intermediate Similarity	NPC609286
0.7308	Intermediate Similarity	NPC309425
0.7215	Intermediate Similarity	NPC114874
0.7143	Intermediate Similarity	NPC136816
0.7143	Intermediate Similarity	NPC7341
0.6835	Remote Similarity	NPC472989
0.6795	Remote Similarity	NPC88000
0.6795	Remote Similarity	NPC4831
0.6795	Remote Similarity	NPC472023
0.675	Remote Similarity	NPC472899
0.675	Remote Similarity	NPC472898
0.6625	Remote Similarity	NPC82955
0.65	Remote Similarity	NPC131466
0.6477	Remote Similarity	NPC127801
0.6477	Remote Similarity	NPC152584
0.6386	Remote Similarity	NPC472901
0.6279	Remote Similarity	NPC165033
0.6279	Remote Similarity	NPC273879
0.6222	Remote Similarity	NPC601606
0.6196	Remote Similarity	NPC208594
0.6163	Remote Similarity	NPC8039
0.6163	Remote Similarity	NPC120123
0.6056	Remote Similarity	NPC80530
0.6056	Remote Similarity	NPC273410
0.6047	Remote Similarity	NPC274833
0.6023	Remote Similarity	NPC229801
0.6	Remote Similarity	NPC288694
0.5833	Remote Similarity	NPC160816
0.5663	Remote Similarity	NPC66654
0.5652	Remote Similarity	NPC307167
0.56	Remote Similarity	NPC322313
0.56	Remote Similarity	NPC102253
0.56	Remote Similarity	NPC236237
0.5402	Remote Similarity	NPC160734
0.5392	Remote Similarity	NPC6931
0.5306	Remote Similarity	NPC472988
0.5306	Remote Similarity	NPC38217
0.5263	Remote Similarity	NPC194842
0.5208	Remote Similarity	NPC210759
0.5149	Remote Similarity	NPC305418

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC129372 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7539
0.1-0.2	1537
0.2-0.3	70
0.3-0.4	3
0.4-0.5	0
0.5-0.6	1
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
0.56	Remote Similarity	NPD7525	Registered

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