NPASS Compound

Natural Product: NPC44155

Natural Product ID	NPC44155
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	QXNWZXMBUKUYMD-QQGJMDNJSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	5281236
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001554] Tetraterpenoids [CHEMONTID:0001277] Carotenoids [CHEMONTID:0001410] Xanthophylls

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 95 96 0 0 0 0 0 0 0 0999 V2000 2.4275 -1.3113 1.0089 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7688 -0.2296 0.0584 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7343 0.3955 -0.5236 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3645 -0.0040 -0.2003 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6433 0.6223 -0.7931 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9922 0.2146 -0.4599 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0803 0.7841 -1.0019 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9315 1.8667 -1.9766 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3600 0.2970 -0.5751 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5405 0.7520 -1.0269 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7465 0.1684 -0.5045 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9315 0.5582 -0.8989 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1218 1.6074 -1.8941 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.1148 -0.1127 -0.2830 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3224 0.2395 -0.6438 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.6009 -0.2255 -0.2263 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.8201 -1.1569 0.6534 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.8077 -1.9206 1.3911 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.2423 -1.4375 0.9399 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.5795 -2.6115 1.1667 O 0 0 0 0 0 0 0 0 0 0 0 0 -14.2859 -0.3760 0.9691 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.8067 0.8319 0.1850 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.8032 0.4083 -0.8688 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.3691 1.6528 -1.5808 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.3747 -0.5645 -1.8504 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1156 0.2050 -0.2394 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1857 -0.3516 0.2753 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5429 0.1141 -0.0429 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6226 -0.4737 0.4866 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3795 -1.6017 1.3907 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9751 0.0651 0.1463 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0585 -0.4342 0.6032 C 0 0 0 0 0 0 0 0 0 0 0 0 11.4278 -0.0946 0.4226 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9189 0.8688 -0.2952 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1182 1.8314 -1.0874 C 0 0 0 0 0 0 0 0 0 0 0 0 13.4209 1.0347 -0.3515 C 0 0 0 0 0 0 0 0 0 0 0 0 14.0461 1.0467 1.0126 C 0 0 0 0 0 0 0 0 0 0 0 0 13.4378 -0.0092 1.9094 C 0 0 0 0 0 0 0 0 0 0 0 0 12.5018 -0.9124 1.1349 C 0 0 0 0 0 0 0 0 0 0 0 0 13.2155 -1.8305 0.1810 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7961 -1.7555 2.1698 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2753 -1.7802 1.4948 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8035 -0.8279 1.8172 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7905 -2.0966 0.5288 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9265 1.1895 -1.2298 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2020 -0.8040 0.5153 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4839 1.4092 -1.5047 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1266 -0.6035 0.2750 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8278 2.5285 -1.9140 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0748 2.5596 -1.7698 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8241 1.4459 -2.9976 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4067 -0.5103 0.1819 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4813 1.5216 -1.7515 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6751 -0.6354 0.2541 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.7357 1.1432 -2.7321 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.7679 2.4528 -1.5008 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2433 2.0173 -2.3696 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9491 -0.8555 0.4346 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2930 1.0563 -1.4261 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.3551 -2.6698 2.0648 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2648 -1.3055 2.1247 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.1920 -2.6052 0.7700 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.4090 -0.0576 2.0189 H 0 0 0 0 0 0 0 0 0 0 0 0 -15.2248 -0.7961 0.6140 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.6710 1.2681 -0.3280 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.3608 1.6125 0.8308 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.7658 2.3175 -0.8969 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.3001 2.2774 -1.7621 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.9023 1.4944 -2.5635 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.4931 -0.5842 -1.8320 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.0588 -1.6198 -1.5964 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.9918 -0.3820 -2.8767 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2653 1.0478 -0.9364 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0817 -1.1785 0.9545 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6818 0.9352 -0.7053 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6752 -1.2431 2.1957 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7311 -2.3286 0.8003 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2502 -2.0979 1.7958 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9973 0.8980 -0.5072 H 0 0 0 0 0 0 0 0 0 0 0 0 9.8924 -1.3160 1.2757 H 0 0 0 0 0 0 0 0 0 0 0 0 10.4794 2.4064 -0.3953 H 0 0 0 0 0 0 0 0 0 0 0 0 11.8744 2.5648 -1.5419 H 0 0 0 0 0 0 0 0 0 0 0 0 10.5849 1.3477 -1.9049 H 0 0 0 0 0 0 0 0 0 0 0 0 13.8989 0.2993 -1.0169 H 0 0 0 0 0 0 0 0 0 0 0 0 13.6411 2.0249 -0.8062 H 0 0 0 0 0 0 0 0 0 0 0 0 15.1340 0.8945 0.9602 H 0 0 0 0 0 0 0 0 0 0 0 0 13.8708 2.0273 1.5050 H 0 0 0 0 0 0 0 0 0 0 0 0 14.2114 -0.6692 2.3332 H 0 0 0 0 0 0 0 0 0 0 0 0 12.8733 0.4285 2.7567 H 0 0 0 0 0 0 0 0 0 0 0 0 12.8008 -1.7964 -0.8493 H 0 0 0 0 0 0 0 0 0 0 0 0 13.0245 -2.8993 0.5037 H 0 0 0 0 0 0 0 0 0 0 0 0 14.3008 -1.6538 0.2466 H 0 0 0 0 0 0 0 0 0 0 0 0 12.5977 -2.1882 2.8540 H 0 0 0 0 0 0 0 0 0 0 0 0 11.3067 -2.6495 1.7314 H 0 0 0 0 0 0 0 0 0 0 0 0 11.1242 -1.1648 2.8335 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 4 5 2 0 5 6 1 0 6 7 2 0 7 8 1 0 7 9 1 0 9 10 2 0 10 11 1 0 11 12 2 0 12 13 1 0 12 14 1 0 14 15 2 0 15 16 1 0 16 17 2 0 17 18 1 0 17 19 1 0 19 20 2 0 19 21 1 0 21 22 1 0 22 23 1 0 23 24 1 0 23 25 1 0 2 26 1 0 26 27 2 0 27 28 1 0 28 29 2 0 29 30 1 0 29 31 1 0 31 32 2 0 32 33 1 0 33 34 2 0 34 35 1 0 34 36 1 0 36 37 1 0 37 38 1 0 38 39 1 0 39 40 1 0 39 41 1 0 23 16 1 0 39 33 1 0 1 42 1 0 1 43 1 0 1 44 1 0 3 45 1 0 4 46 1 0 5 47 1 0 6 48 1 0 8 49 1 0 8 50 1 0 8 51 1 0 9 52 1 0 10 53 1 0 11 54 1 0 13 55 1 0 13 56 1 0 13 57 1 0 14 58 1 0 15 59 1 0 18 60 1 0 18 61 1 0 18 62 1 0 21 63 1 0 21 64 1 0 22 65 1 0 22 66 1 0 24 67 1 0 24 68 1 0 24 69 1 0 25 70 1 0 25 71 1 0 25 72 1 0 26 73 1 0 27 74 1 0 28 75 1 0 30 76 1 0 30 77 1 0 30 78 1 0 31 79 1 0 32 80 1 0 35 81 1 0 35 82 1 0 35 83 1 0 36 84 1 0 36 85 1 0 37 86 1 0 37 87 1 0 38 88 1 0 38 89 1 0 40 90 1 0 40 91 1 0 40 92 1 0 41 93 1 0 41 94 1 0 41 95 1 0 M END

Standard InCHIKey	QXNWZXMBUKUYMD-QQGJMDNJSA-N
Standard InCHI	InChI=1S/C40H54O/c1-30(18-13-20-32(3)23-25-36-34(5)22-15-28-39(36,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-37-35(6)38(41)27-29-40(37,9)10/h11-14,16-21,23-26H,15,22,27-29H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,30-16+,31-17+,32-20+,33-21+
SMILES	C/C(=CC=CC=C(/C)C=CC=C(/C)C=CC1=C(C)C(=O)CCC1(C)C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)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
NPO3139	Aphanizomenon flos-aquae	Species	Aphanizomenonaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11000037]
NPO369	Ochrocarpos punctatus	Species	Clusiaceae	Eukaryota	n.a.	bark	n.a.	PMID[12141854]
NPO14157	Aphis fabae	Species	Aphididae	Eukaryota	n.a.	n.a.	n.a.	PMID[13445686]
NPO41730	Myxococcus xanthus DK1622 [n.a.]	Strain	Myxococcaceae	Bacteria	n.a.	n.a.	n.a.	PMID[30995838]
NPO41730	Myxococcus xanthus DK1622 [n.a.]	Strain	Myxococcaceae	Bacteria	n.a.	n.a.	n.a.	PMID[34757714]
NPO3139	Aphanizomenon flos-aquae	Species	Aphanizomenonaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9428164]
NPO41730	Myxococcus xanthus DK1622 [n.a.]	Strain	Myxococcaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15508	Ambrosia cordifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3139	Aphanizomenon flos-aquae	Species	Aphanizomenonaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14157	Aphis fabae	Species	Aphididae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO18185	Bradyrhizobium lupini	Species	Bradyrhizobiaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5055	Candida parapsilosis	Species	Debaryomycetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16276	Croton hieronymi	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO19977	Desmanthus illinoensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16841	Elsholtzia bodinieri	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO12128	Ipomoea purpurea	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO911	Sistotrema raduloides	Species	Corticiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11854	Romalea microptera	Species	Romaleidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO584	Rabdosia setschwanensis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4232	Rabdosia coetsoides	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15753	Pterocarpus angolensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO12412	Ormosia cinerea	Species	Limoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO369	Ochrocarpos punctatus	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9159	Narcissus serotinus	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1443	Monomorium fieldi	Species	Formicidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO20749	Lychnophora uniflora	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO22787	Karwinskia mollis	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14714	Equisetum silvaticum	Species	Equisetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15753	Pterocarpus angolensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11854	Romalea microptera	Species	Romaleidae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4232	Rabdosia coetsoides	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4232	Rabdosia coetsoides	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19977	Desmanthus illinoensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12128	Ipomoea purpurea	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15753	Pterocarpus angolensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16841	Elsholtzia bodinieri	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12128	Ipomoea purpurea	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO20749	Lychnophora uniflora	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19977	Desmanthus illinoensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO911	Sistotrema raduloides	Species	Corticiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16841	Elsholtzia bodinieri	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14157	Aphis fabae	Species	Aphididae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14714	Equisetum silvaticum	Species	Equisetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5055	Candida parapsilosis	Species	Debaryomycetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15753	Pterocarpus angolensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16276	Croton hieronymi	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12128	Ipomoea purpurea	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9159	Narcissus serotinus	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4232	Rabdosia coetsoides	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3139	Aphanizomenon flos-aquae	Species	Aphanizomenonaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO11854	Romalea microptera	Species	Romaleidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO369	Ochrocarpos punctatus	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15508	Ambrosia cordifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18185	Bradyrhizobium lupini	Species	Bradyrhizobiaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO584	Rabdosia setschwanensis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12412	Ormosia cinerea	Species	Limoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22787	Karwinskia mollis	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1443	Monomorium fieldi	Species	Formicidae	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 NPC44155 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	31767
0.1-0.2	17750
0.2-0.3	302
0.3-0.4	17
0.4-0.5	6
0.5-0.6	11
0.6-0.7	3
0.7-0.8	1
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8421	Intermediate Similarity	NPC4638
0.7105	Intermediate Similarity	NPC17810
0.7105	Intermediate Similarity	NPC606095
0.6667	Remote Similarity	NPC22019
0.6667	Remote Similarity	NPC281986
0.6667	Remote Similarity	NPC321568
0.5778	Remote Similarity	NPC55412
0.5778	Remote Similarity	NPC249645
0.5714	Remote Similarity	NPC226066
0.56	Remote Similarity	NPC254886
0.5306	Remote Similarity	NPC329416
0.5306	Remote Similarity	NPC317025
0.5306	Remote Similarity	NPC326645
0.5306	Remote Similarity	NPC317177
0.5208	Remote Similarity	NPC74086
0.5091	Remote Similarity	NPC228978
0.5091	Remote Similarity	NPC600770

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC44155 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7939
0.1-0.2	1179
0.2-0.3	19
0.3-0.4	2
0.4-0.5	2
0.5-0.6	8
0.6-0.7	0
0.7-0.8	1
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
0.7105	Intermediate Similarity	NPD8262	Phase 4
0.5778	Remote Similarity	NPD4219	Phase 4
0.5714	Remote Similarity	NPD5325	Clinical (unspecified phase)
0.5306	Remote Similarity	NPD4191	Approved
0.5306	Remote Similarity	NPD4192	Phase 4
0.5306	Remote Similarity	NPD4193	Phase 4
0.5306	Remote Similarity	NPD4194	Phase 4
0.5208	Remote Similarity	NPD8259	Clinical (unspecified phase)
0.5091	Remote Similarity	NPD8039	Phase 4

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