NPASS Compound

Natural Product: NPC46715

Natural Product ID	NPC46715
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	VVWRIMSHBALFKN-MMZUORMZSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	21594159
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001553] Triterpenoids

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 82 86 0 0 0 0 0 0 0 0999 V2000 4.4272 -1.6961 1.4945 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6767 -1.1791 0.2568 C 0 0 2 0 0 0 0 0 0 0 0 0 4.7738 -1.0062 -0.8070 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7380 0.0729 -0.3471 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0760 1.4351 -0.3229 C 0 0 2 0 0 0 0 0 0 0 0 0 5.3448 2.1953 0.9322 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5877 1.1996 -0.4906 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0956 0.1545 0.4983 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6175 0.2235 0.5174 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0654 1.3437 0.9435 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3679 1.6362 1.0473 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1856 0.5670 0.4196 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.6774 0.6955 0.6363 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.0936 0.6676 2.0713 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1322 2.0225 0.0691 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6020 1.9002 -1.3609 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8589 1.0497 -1.4620 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.7489 -0.1702 -0.5539 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1429 -1.3730 -1.4296 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7192 -0.1433 0.5665 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0111 -0.1098 -0.0169 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3218 -0.3637 -0.2182 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.9683 -1.7222 0.3067 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4767 -1.8766 0.0327 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6555 -0.8179 0.6858 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6208 -1.1627 2.1594 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7396 -0.8963 0.0920 C 0 0 1 0 0 0 0 0 0 0 0 0 0.6984 -1.0795 -1.4073 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4697 -2.1426 0.6287 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7571 -2.2550 -0.1882 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0031 1.7790 -1.1500 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5314 2.2159 -1.4880 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1296 3.2986 -1.3166 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3096 1.7735 -2.7691 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8412 -0.8660 2.0897 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7864 -2.3218 2.1313 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2505 -2.3626 1.1367 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3562 -1.9652 -0.7603 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3620 -0.8123 -1.7964 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1287 -0.2157 0.6466 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5993 0.0945 -1.0334 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4155 2.4970 0.9730 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6826 3.0773 0.9510 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1478 1.6241 1.8520 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3743 0.9527 -1.5326 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0777 2.1490 -0.2449 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4586 0.5163 1.5044 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7305 2.1759 1.2696 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4927 2.6314 0.5197 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6124 1.8652 2.1036 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0697 0.7147 -0.6985 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6677 -0.2110 2.3747 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7466 1.5523 2.3455 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2175 0.8116 2.7567 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0465 2.3818 0.6372 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4215 2.8341 0.1375 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7993 1.5839 -2.0237 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9047 2.9247 -1.6785 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9440 0.7618 -2.5298 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9509 -1.0626 -2.1185 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2654 -1.6400 -2.0554 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4554 -2.1996 -0.7561 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6697 -1.1074 1.0978 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6861 0.7306 1.2195 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6555 0.3541 0.5484 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7778 -0.2855 -1.2150 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4585 -2.5253 -0.3127 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2501 -1.9157 1.3359 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3410 -1.9987 -1.0385 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1958 -2.8559 0.5205 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0631 -2.1453 2.2268 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6453 -1.4855 2.5121 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1573 -0.4176 2.7954 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6231 -0.6488 -1.8406 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1377 -0.6083 -1.9153 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6024 -2.1811 -1.6286 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8516 -1.8880 1.6634 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8551 -3.0350 0.5949 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1911 -3.2526 0.1242 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5962 -2.3359 -1.2570 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6381 1.8442 -1.8907 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8875 2.0298 -3.5630 H 0 0 0 0 0 0 0 0 0 0 0 0 2 1 1 1 2 3 1 0 3 4 1 0 4 5 1 0 5 6 1 1 5 7 1 0 7 8 1 0 8 9 1 0 9 10 2 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 1 1 13 15 1 0 15 16 1 0 16 17 1 0 17 18 1 0 18 19 1 6 18 20 1 0 20 21 1 0 18 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 25 26 1 1 25 27 1 0 27 28 1 6 27 29 1 0 29 30 1 0 17 31 1 0 5 32 1 0 32 33 2 0 32 34 1 0 30 2 1 0 8 2 1 0 27 9 1 0 25 12 1 0 22 13 1 0 1 35 1 0 1 36 1 0 1 37 1 0 3 38 1 0 3 39 1 0 4 40 1 0 4 41 1 0 6 42 1 0 6 43 1 0 6 44 1 0 7 45 1 0 7 46 1 0 8 47 1 1 10 48 1 0 11 49 1 0 11 50 1 0 12 51 1 6 14 52 1 0 14 53 1 0 14 54 1 0 15 55 1 0 15 56 1 0 16 57 1 0 16 58 1 0 17 59 1 6 19 60 1 0 19 61 1 0 19 62 1 0 20 63 1 0 20 64 1 0 21 65 1 0 22 66 1 6 23 67 1 0 23 68 1 0 24 69 1 0 24 70 1 0 26 71 1 0 26 72 1 0 26 73 1 0 28 74 1 0 28 75 1 0 28 76 1 0 29 77 1 0 29 78 1 0 30 79 1 0 30 80 1 0 31 81 1 0 34 82 1 0 M END

Standard InCHIKey	VVWRIMSHBALFKN-MMZUORMZSA-N
Standard InCHI	InChI=1S/C30H48O4/c1-25-13-14-26(2,24(33)34)17-20(25)19-7-8-22-27(3)11-10-23(32)28(4,18-31)21(27)9-12-30(22,6)29(19,5)16-15-25/h7,20-23,31-32H,8-18H2,1-6H3,(H,33,34)/t20-,21+,22+,23-,25+,26+,27-,28+,29+,30+/m0/s1
SMILES	C[C@@]12CC[C@](C)(C[C@H]2C2=CC[C@@H]3[C@@]4(C)CC[C@@H]([C@](C)(CO)[C@@H]4CC[C@@]3(C)[C@]2(C)CC1)O)C(=O)O

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
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	seed	n.a.	DOI[10.1007/s11418-005-0009-z]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10691704]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16378371]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16643065]
NPO8025	Aaptos ciliata	Species	Suberitidae	Eukaryota	n.a.	n.a.	n.a.	PMID[18257536]
NPO5325	Lobophytum durum	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	PMID[19177635]
NPO5325	Lobophytum durum	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	PMID[19433363]
NPO2765	Oxytropis falcata	Species	Fabaceae	Eukaryota	n.a.	Sunan County, Gansu Province, China	2006-JUN	PMID[20684529]
NPO5608	Croton gratissimus	Species	Euphorbiaceae	Eukaryota	n.a.	stem	n.a.	PMID[22032651]
NPO5608	Croton gratissimus	Species	Euphorbiaceae	Eukaryota	n.a.	leaf	n.a.	PMID[22032651]
NPO2765	Oxytropis falcata	Species	Fabaceae	Eukaryota	whole plant	Guide County, Qinghai Province, China	2008-AUG	PMID[22775441]
NPO8257	Carpha glomerata	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30219526]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32705864]
NPO6065	Brassica carinata	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[36599374]
NPO3344	Bryonia alba	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4536	Remirea maritima	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3151	Solanum lanceolatum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7032	Marasmiellus troyanus	Species	Omphalotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4123	Trididemnum cyanophorum	Species	Didemnidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8938	Halobacillus litoralis	Species	Bacillaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2765	Oxytropis falcata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7418	Eucalyptus resinifera	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4901	Arnica mollis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8790	Cyanostegia angustifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8025	Aaptos ciliata	Species	Suberitidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8257	Carpha glomerata	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5857	Achlya heterosexualis	Species	Saprolegniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6807	Ranunculus asiaticus	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5325	Lobophytum durum	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6859	Eurycoma harmandiana	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7845	Tephrosia elata	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6065	Brassica carinata	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO1473	Xanthorhiza simplicissima	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7845	Tephrosia elata	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3344	Bryonia alba	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6859	Eurycoma harmandiana	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6859	Eurycoma harmandiana	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1473	Xanthorhiza simplicissima	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3344	Bryonia alba	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8790	Cyanostegia angustifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2131	Dactylorhiza viridis	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7845	Tephrosia elata	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO373	Viburnum erubescens	Species	Adoxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1473	Xanthorhiza simplicissima	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7845	Tephrosia elata	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4901	Arnica mollis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2439	Diplopterygium glaucum	Species	Gleicheniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4123	Trididemnum cyanophorum	Species	Didemnidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3151	Solanum lanceolatum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2670	Maytenus chuchuhuasha	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5325	Lobophytum durum	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6807	Ranunculus asiaticus	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3838	Chrysosporum ovalisporum	Species	Aphanizomenonaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO8025	Aaptos ciliata	Species	Suberitidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO593	Wikstroemia viridiflora	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13474	Euphrasia genargentea	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3344	Bryonia alba	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8938	Halobacillus litoralis	Species	Bacillaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8790	Cyanostegia angustifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6065	Brassica carinata	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2131	Dactylorhiza viridis	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9594	Lysimachia fordiana	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO373	Viburnum erubescens	Species	Adoxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6859	Eurycoma harmandiana	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1473	Xanthorhiza simplicissima	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9737	Ampelocera edentula	Species	Ulmaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8257	Carpha glomerata	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5086	Alternaria macrospora	Species	Pleosporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7032	Marasmiellus troyanus	Species	Omphalotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4536	Remirea maritima	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21472	Pterolobium hexapetalum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9998	Abies excelsa	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5608	Croton gratissimus	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10038.1	Abies pinsapo var. marocana	Varieties	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9091	Orthosiphon spicatus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5857	Achlya heterosexualis	Species	Saprolegniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1293	Streptomyces matensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO7418	Eucalyptus resinifera	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10132	Schizophyllum lobatum	Species	Schizophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7845	Tephrosia elata	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2765	Oxytropis falcata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9867	Ixeris debilis	Species	Asteraceae	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

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 NPC46715 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	24017
0.1-0.2	21619
0.2-0.3	3101
0.3-0.4	751
0.4-0.5	250
0.5-0.6	72
0.6-0.7	35
0.7-0.8	0
0.8-0.85	0
0.85-0.9	4
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC263393
0.8548	High Similarity	NPC171203
0.8548	High Similarity	NPC307426
0.8548	High Similarity	NPC98442
0.8548	High Similarity	NPC242468
0.7206	Intermediate Similarity	NPC155120
0.7206	Intermediate Similarity	NPC288833
0.6875	Remote Similarity	NPC196753
0.6857	Remote Similarity	NPC474525
0.6761	Remote Similarity	NPC46441
0.6667	Remote Similarity	NPC7260
0.6667	Remote Similarity	NPC270768
0.6667	Remote Similarity	NPC59263
0.6667	Remote Similarity	NPC210037
0.6667	Remote Similarity	NPC263272
0.6667	Remote Similarity	NPC210106
0.6667	Remote Similarity	NPC229281
0.6667	Remote Similarity	NPC120968
0.6667	Remote Similarity	NPC121798
0.6667	Remote Similarity	NPC234346
0.6667	Remote Similarity	NPC227467
0.6667	Remote Similarity	NPC273621
0.662	Remote Similarity	NPC474964
0.6571	Remote Similarity	NPC61543
0.6571	Remote Similarity	NPC293048
0.6571	Remote Similarity	NPC225585
0.6528	Remote Similarity	NPC127689
0.6528	Remote Similarity	NPC474529
0.6389	Remote Similarity	NPC191412
0.6389	Remote Similarity	NPC114159
0.6389	Remote Similarity	NPC6818
0.6301	Remote Similarity	NPC476064
0.6301	Remote Similarity	NPC130520
0.6286	Remote Similarity	NPC260385
0.6286	Remote Similarity	NPC110094
0.6216	Remote Similarity	NPC116457
0.6164	Remote Similarity	NPC4036
0.6164	Remote Similarity	NPC65120
0.6164	Remote Similarity	NPC145067
0.6164	Remote Similarity	NPC233455
0.6164	Remote Similarity	NPC158030
0.6027	Remote Similarity	NPC104545
0.5972	Remote Similarity	NPC182797
0.5972	Remote Similarity	NPC52169
0.5972	Remote Similarity	NPC488562
0.5942	Remote Similarity	NPC230295
0.5942	Remote Similarity	NPC98386
0.5915	Remote Similarity	NPC477872
0.589	Remote Similarity	NPC474537
0.589	Remote Similarity	NPC126369
0.589	Remote Similarity	NPC470589
0.589	Remote Similarity	NPC111110
0.5867	Remote Similarity	NPC78580
0.5833	Remote Similarity	NPC480946
0.5833	Remote Similarity	NPC187722
0.5833	Remote Similarity	NPC213412
0.5833	Remote Similarity	NPC130577
0.5833	Remote Similarity	NPC142415
0.5833	Remote Similarity	NPC102683
0.5811	Remote Similarity	NPC136697
0.5802	Remote Similarity	NPC476878
0.5778	Remote Similarity	NPC482748
0.5753	Remote Similarity	NPC51700
0.5753	Remote Similarity	NPC88716
0.5753	Remote Similarity	NPC68160
0.5735	Remote Similarity	NPC221647
0.5672	Remote Similarity	NPC290598
0.5672	Remote Similarity	NPC30590
0.56	Remote Similarity	NPC202728
0.56	Remote Similarity	NPC158059
0.56	Remote Similarity	NPC293564
0.5595	Remote Similarity	NPC473938
0.5541	Remote Similarity	NPC606443
0.5526	Remote Similarity	NPC193750
0.5495	Remote Similarity	NPC309780
0.5493	Remote Similarity	NPC253402
0.5479	Remote Similarity	NPC95246
0.5429	Remote Similarity	NPC101475
0.5405	Remote Similarity	NPC274330
0.5405	Remote Similarity	NPC198664
0.5405	Remote Similarity	NPC610937
0.5395	Remote Similarity	NPC298554
0.5341	Remote Similarity	NPC476887
0.5325	Remote Similarity	NPC281524
0.5278	Remote Similarity	NPC53744
0.5217	Remote Similarity	NPC27765
0.5217	Remote Similarity	NPC122418
0.5217	Remote Similarity	NPC491014
0.52	Remote Similarity	NPC86372
0.52	Remote Similarity	NPC172361
0.5195	Remote Similarity	NPC475921
0.5195	Remote Similarity	NPC228784
0.5195	Remote Similarity	NPC324341
0.5195	Remote Similarity	NPC474704
0.5195	Remote Similarity	NPC601810
0.519	Remote Similarity	NPC187933
0.5139	Remote Similarity	NPC235341
0.5139	Remote Similarity	NPC478657
0.5132	Remote Similarity	NPC112866
0.5106	Remote Similarity	NPC476881
0.5065	Remote Similarity	NPC231063
0.5065	Remote Similarity	NPC18872
0.5065	Remote Similarity	NPC282395
0.5065	Remote Similarity	NPC73489
0.5065	Remote Similarity	NPC130278
0.5065	Remote Similarity	NPC290614
0.5065	Remote Similarity	NPC173744
0.5065	Remote Similarity	NPC88116
0.5065	Remote Similarity	NPC204961
0.5065	Remote Similarity	NPC73004
0.5065	Remote Similarity	NPC609452
0.5063	Remote Similarity	NPC137072
0.5054	Remote Similarity	NPC476882
0.5053	Remote Similarity	NPC482751

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC46715 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6790
0.1-0.2	2303
0.2-0.3	47
0.3-0.4	3
0.4-0.5	5
0.5-0.6	1
0.6-0.7	1
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
0.6164	Remote Similarity	NPD7515	Phase 2
0.5753	Remote Similarity	NPD7645	Phase 2

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