NPASS Compound

Natural Product: NPC148516

Natural Product ID	NPC148516
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Vaticanol A
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL508745
PubChem CID	44566412
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0003405] 2-arylbenzofuran flavonoids

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 83 91 0 0 0 0 0 0 0 0999 V2000 -3.1860 1.5591 -1.8447 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2136 2.4426 -1.9236 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8574 2.8310 -0.7732 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4473 2.3177 0.4263 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4013 1.4248 0.4605 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7296 1.0088 -0.6624 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6707 0.0465 -0.6434 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.1426 -1.0944 0.2329 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3485 -1.7764 -0.1988 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8257 -1.9062 -1.4626 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0113 -2.5953 -1.7517 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7457 -3.1753 -0.7400 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2874 -3.0595 0.5418 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1308 -2.3838 0.7976 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0246 -3.6440 1.5754 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.4818 -2.7157 -3.0571 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9240 -1.9252 0.2652 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7420 -3.2802 0.6121 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5439 -3.7565 0.6127 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6271 -2.9735 0.2948 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4059 -1.6582 -0.0388 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7300 -1.0483 -0.3013 C 0 0 1 0 0 0 0 0 0 0 0 0 2.7997 0.3718 -0.0599 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1091 0.7759 -0.2429 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5118 2.0765 -0.0272 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5780 2.9994 0.3828 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2528 2.5697 0.5608 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8253 1.2819 0.3505 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3720 1.1515 0.5533 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3762 2.3943 0.7731 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7848 3.2615 -0.2356 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5276 4.3855 0.0454 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8894 4.6844 1.3473 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5045 3.8523 2.3729 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7627 2.7359 2.0620 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6298 5.8035 1.6332 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2820 0.2602 -0.4425 C 0 0 1 0 0 0 0 0 0 0 0 0 0.1423 -1.1493 -0.0528 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4096 3.5517 0.9715 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8391 2.4455 -0.2218 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6252 -1.9440 0.4951 C 0 0 2 0 0 0 0 0 0 0 0 0 4.9872 -2.1768 0.0791 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0287 -1.8794 0.9748 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3439 -2.0699 0.6698 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6944 -2.5702 -0.5523 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6936 -2.8715 -1.4521 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3649 -2.6793 -1.1446 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0255 -2.7757 -0.8930 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9859 -3.2373 0.2340 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8486 -4.0247 0.9225 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9336 3.7532 -0.8355 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6735 1.2503 -2.7626 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5225 2.8374 -2.8860 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9659 2.6355 1.3175 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1326 1.0648 1.4487 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7093 -0.4800 -1.6991 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2798 -0.7435 1.2905 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3040 -1.4821 -2.2799 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6653 -3.7144 -0.9283 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8013 -2.3141 1.8254 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9444 -3.2725 1.8063 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7106 -3.6213 -3.4641 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6718 -4.8162 0.8849 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9187 -1.2400 -1.3997 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8259 0.1000 -0.5773 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8714 4.0234 0.5592 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2859 0.5777 1.5233 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4793 2.9886 -1.2359 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8282 5.0377 -0.7661 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7677 4.0488 3.4216 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4734 2.0971 2.8991 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4015 6.7157 1.2561 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2647 0.4077 -1.4310 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5691 4.5394 0.8598 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3222 2.8337 0.5809 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5382 -1.6906 1.5524 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7987 -1.4753 1.9687 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1201 -1.8230 1.4008 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9367 -3.2701 -2.4306 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5673 -2.9102 -1.8387 H 0 0 0 0 0 0 0 0 0 0 0 0 9.6346 -3.1274 -0.1586 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2988 -4.5832 0.2122 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5537 3.7916 -0.0543 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 2 3 1 0 3 4 2 0 4 5 1 0 5 6 2 0 6 7 1 0 7 8 1 0 8 9 1 0 9 10 2 0 10 11 1 0 11 12 2 0 12 13 1 0 13 14 2 0 13 15 1 0 11 16 1 0 8 17 1 0 17 18 2 0 18 19 1 0 19 20 2 0 20 21 1 0 21 22 1 0 22 23 1 0 23 24 2 0 24 25 1 0 25 26 2 0 26 27 1 0 27 28 2 0 28 29 1 0 29 30 1 0 30 31 2 0 31 32 1 0 32 33 2 0 33 34 1 0 34 35 2 0 33 36 1 0 29 37 1 0 37 38 1 0 27 39 1 0 25 40 1 0 22 41 1 0 41 42 1 0 42 43 2 0 43 44 1 0 44 45 2 0 45 46 1 0 46 47 2 0 45 48 1 0 41 49 1 0 18 50 1 0 3 51 1 0 6 1 1 0 37 7 1 0 47 42 1 0 14 9 1 0 38 17 1 0 49 20 1 0 38 21 2 0 28 23 1 0 35 30 1 0 1 52 1 0 2 53 1 0 4 54 1 0 5 55 1 0 7 56 1 6 8 57 1 1 10 58 1 0 12 59 1 0 14 60 1 0 15 61 1 0 16 62 1 0 19 63 1 0 22 64 1 6 24 65 1 0 26 66 1 0 29 67 1 1 31 68 1 0 32 69 1 0 34 70 1 0 35 71 1 0 36 72 1 0 37 73 1 6 39 74 1 0 40 75 1 0 41 76 1 1 43 77 1 0 44 78 1 0 46 79 1 0 47 80 1 0 48 81 1 0 50 82 1 0 51 83 1 0 M END

Standard InCHIKey	MBGBQHRAJPLAPN-WTEBWGKASA-N
Standard InCHI	InChI=1S/C42H32O9/c43-23-7-1-19(2-8-23)33-35(22-13-26(46)15-27(47)14-22)38-31(50)18-32-39-37(42(51-32)21-5-11-25(45)12-6-21)29-16-28(48)17-30(49)36(29)34(40(33)41(38)39)20-3-9-24(44)10-4-20/h1-18,33-35,37,40,42-50H/t33-,34-,35-,37-,40+,42+/m1/s1
SMILES	c1cc(ccc1[C@@H]1[C@@H](c2cc(cc(c2)O)O)c2c(cc3c4[C@@H](c5cc(cc(c5[C@@H](c5ccc(cc5)O)[C@H]1c24)O)O)[C@H](c1ccc(cc1)O)O3)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
NPO5650	Eupatorium glutinosum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12027751]
NPO1782	Piper caninum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15270572]
NPO98	Leucosceptrum canum	Species	Lamiaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[15524427]
NPO6522	Polyalthia evecta	Species	Annonaceae	Eukaryota	n.a.	root	n.a.	PMID[16441071]
NPO6522	Polyalthia evecta	Species	Annonaceae	Eukaryota	roots	n.a.	n.a.	PMID[16441071]
NPO14000	Hopea exalata	Species	Dipterocarpaceae	Eukaryota	stem bark	Botanical Garden at Jianfeng Town, Ledong County, Hainan Province, China	2004-JUL	PMID[17190464]
NPO9804	Cinnamosma macrocarpa	Species	Canellaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17286431]
NPO26194	Shorea roxburghii	Species	Dipterocarpaceae	Eukaryota	Barks	n.a.	n.a.	PMID[22209731]
NPO11541	Curcuma xanthorrhiza	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[39409552]
NPO14439	Marasmius oreades	Species	Marasmiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO98	Leucosceptrum canum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10915	Heliotropium hirsutum	Species	Heliotropiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5650	Eupatorium glutinosum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9406	Cotula filicula	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9804	Cinnamosma macrocarpa	Species	Canellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11736	Bulla striata	Species	Bullidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11541	Curcuma xanthorrhiza	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1782	Piper caninum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25661	Vatica rassak	Species	Dipterocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26194	Shorea roxburghii	Species	Dipterocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17995	Xeromphis spinosa	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16691	Viguiera radula	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14476	Sterculia alata	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16805	Senecio cisplatinus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13778	Melandrium turkestanicum	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2042	Garcinia bancana	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14958	Duguetia eximia	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14697	Ustilago esculenta	Species	Ustilaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15640	Sideritis chamaedryfolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13334	Senecio toluccanus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6522	Polyalthia evecta	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11202	Maytenus imbricata	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25661	Vatica rassak	Species	Dipterocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10915	Heliotropium hirsutum	Species	Heliotropiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11541	Curcuma xanthorrhiza	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2042	Garcinia bancana	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25661	Vatica rassak	Species	Dipterocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2042	Garcinia bancana	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11541	Curcuma xanthorrhiza	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10915	Heliotropium hirsutum	Species	Heliotropiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14000	Hopea exalata	Species	Dipterocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6522	Polyalthia evecta	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25661	Vatica rassak	Species	Dipterocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9804	Cinnamosma macrocarpa	Species	Canellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13334	Senecio toluccanus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11541	Curcuma xanthorrhiza	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16691	Viguiera radula	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11202	Maytenus imbricata	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10915	Heliotropium hirsutum	Species	Heliotropiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1782	Piper caninum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5650	Eupatorium glutinosum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15640	Sideritis chamaedryfolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13778	Melandrium turkestanicum	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO16805	Senecio cisplatinus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9406	Cotula filicula	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26194	Shorea roxburghii	Species	Dipterocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14697	Ustilago esculenta	Species	Ustilaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11736	Bulla striata	Species	Bullidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14439	Marasmius oreades	Species	Marasmiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14476	Sterculia alata	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO98	Leucosceptrum canum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2042	Garcinia bancana	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14958	Duguetia eximia	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17995	Xeromphis spinosa	n.a.	n.a.	n.a.	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
IC50	3
MIC	6

Activity Type	# Activity
Individual protein	3
Organism	6

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT462	Individual protein	Sucrase-isomaltase	Rattus norvegicus	IC50	=	148000.0	nM	PMID[22209731]
NPT68	Individual protein	Aldose reductase	Rattus norvegicus	IC50	=	23700.0	nM	PMID[22209731]
NPT671	Individual protein	Acidic alpha-glucosidase	Rattus norvegicus	IC50	=	218000.0	nM	PMID[22209731]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT826	Organism	Magnaporthe oryzae	Magnaporthe oryzae	MIC	=	3.12	ug.mL-1	PMID[17190464]
NPT2648	Organism	Fusarium oxysporum f. sp. vasinfectum	Fusarium oxysporum f. sp. vasinfectum	MIC	=	12.7	ug.mL-1	PMID[17190464]
NPT962	Organism	Alternaria alternata	Alternaria alternata	MIC	>	50.0	ug.mL-1	PMID[17190464]
NPT1199	Organism	Valsa mali	Valsa mali	MIC	=	20.1	ug.mL-1	PMID[17190464]
NPT2705	Organism	Alternaria solani	Alternaria solani	MIC	=	6.25	ug.mL-1	PMID[17190464]
NPT2637	Organism	Colletotrichum lagenarium	Colletotrichum lagenarium	MIC	>	50.0	ug.mL-1	PMID[17190464]

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 NPC148516 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	32343
0.1-0.2	16145
0.2-0.3	1258
0.3-0.4	62
0.4-0.5	23
0.5-0.6	10
0.6-0.7	0
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	3
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC122980
1.0	High Similarity	NPC107862
1.0	High Similarity	NPC177172
0.9206	High Similarity	NPC180605
0.9104	High Similarity	NPC105073
0.9104	High Similarity	NPC224528
0.8143	Intermediate Similarity	NPC233886
0.7941	Intermediate Similarity	NPC218801
0.7937	Intermediate Similarity	NPC157081
0.7059	Intermediate Similarity	NPC242774
0.7059	Intermediate Similarity	NPC231712
0.7059	Intermediate Similarity	NPC224921
0.7059	Intermediate Similarity	NPC237546
0.5811	Remote Similarity	NPC488747
0.56	Remote Similarity	NPC174787
0.56	Remote Similarity	NPC120633
0.56	Remote Similarity	NPC213607
0.5342	Remote Similarity	NPC473665
0.5325	Remote Similarity	NPC473018
0.5185	Remote Similarity	NPC261896
0.5156	Remote Similarity	NPC176804
0.5156	Remote Similarity	NPC71686
0.5053	Remote Similarity	NPC48880

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC148516 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6804
0.1-0.2	2315
0.2-0.3	28
0.3-0.4	3
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