NPASS Compound

Natural Product: NPC278430

Natural Product ID	NPC278430
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	DMASLKHVQRHNES-CEAVAEQOSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	n.a.
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 97 98 0 0 0 0 0 0 0 0999 V2000 -3.3209 -1.6151 0.4829 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3696 -0.1432 0.5555 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2342 0.5302 0.5110 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9182 -0.0983 0.3915 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1684 0.6375 0.3493 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5151 0.0933 0.2306 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5749 0.9213 0.1902 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3168 2.3721 0.2714 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8855 0.3086 0.0596 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0167 0.9758 0.0021 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3292 0.3553 -0.1297 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4383 1.1077 -0.1883 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2556 2.5453 -0.1145 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7640 0.4687 -0.3219 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8594 1.1306 -0.3847 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1896 0.4500 -0.5203 C 0 0 0 0 0 0 0 0 0 0 0 0 12.2595 1.2198 -0.5784 C 0 0 0 0 0 0 0 0 0 0 0 0 12.0348 2.7176 -0.5029 C 0 0 0 0 0 0 0 0 0 0 0 0 13.6347 0.7332 -0.7084 C 0 0 0 0 0 0 0 0 0 0 0 0 13.6898 -0.6333 -0.0135 C 0 0 2 0 0 0 0 0 0 0 0 0 12.6978 -1.4925 -0.7316 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2724 -1.0110 -0.5834 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6887 -1.5911 0.7150 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4931 -1.4960 -1.7981 C 0 0 0 0 0 0 0 0 0 0 0 0 13.3631 -0.4189 1.3076 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5985 0.6152 0.6667 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7832 0.0691 0.7115 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9843 0.8808 0.8233 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2023 0.4224 0.8719 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1822 -1.1174 0.8007 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3405 1.0664 1.4133 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.5485 0.6705 1.2328 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.1091 -0.3900 0.4415 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.4155 -0.6581 0.6374 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.1773 0.1470 1.6207 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.0700 -1.8449 -0.0255 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.0313 -1.6050 -1.5292 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.9781 -0.6060 -1.8113 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.6768 -0.8783 -0.9077 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.7163 0.0452 -1.6396 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.4046 -2.2852 -1.1294 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4955 -1.9435 1.1848 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0964 -1.9459 -0.5559 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2220 -2.1340 0.8055 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2821 1.6227 0.5665 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8294 -1.1749 0.3351 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0128 1.7257 0.4108 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6570 -0.9656 0.1754 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2129 2.9757 0.0843 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8097 2.6539 1.2163 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5771 2.5958 -0.5528 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9694 -0.7675 0.0032 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9699 2.0522 0.0599 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4378 -0.7139 -0.1818 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7847 2.8750 0.8392 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5313 2.8390 -0.9378 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1662 3.1183 -0.3309 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7516 -0.6092 -0.3642 H 0 0 0 0 0 0 0 0 0 0 0 0 9.8534 2.2190 -0.3392 H 0 0 0 0 0 0 0 0 0 0 0 0 11.5602 2.9248 0.4735 H 0 0 0 0 0 0 0 0 0 0 0 0 13.0308 3.2215 -0.5517 H 0 0 0 0 0 0 0 0 0 0 0 0 11.3966 3.0433 -1.3476 H 0 0 0 0 0 0 0 0 0 0 0 0 14.3704 1.3869 -0.1853 H 0 0 0 0 0 0 0 0 0 0 0 0 13.9311 0.5894 -1.7784 H 0 0 0 0 0 0 0 0 0 0 0 0 14.6833 -1.0786 -0.1606 H 0 0 0 0 0 0 0 0 0 0 0 0 12.9657 -1.4524 -1.8203 H 0 0 0 0 0 0 0 0 0 0 0 0 12.7349 -2.5490 -0.4291 H 0 0 0 0 0 0 0 0 0 0 0 0 11.5698 -2.0159 1.2891 H 0 0 0 0 0 0 0 0 0 0 0 0 10.2787 -0.8030 1.3658 H 0 0 0 0 0 0 0 0 0 0 0 0 9.9794 -2.3983 0.4622 H 0 0 0 0 0 0 0 0 0 0 0 0 9.8436 -2.3177 -1.5089 H 0 0 0 0 0 0 0 0 0 0 0 0 9.9626 -0.7094 -2.3359 H 0 0 0 0 0 0 0 0 0 0 0 0 11.2413 -1.9314 -2.5376 H 0 0 0 0 0 0 0 0 0 0 0 0 13.7153 0.4335 1.6678 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5936 1.7110 0.7206 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8587 -0.9899 0.6492 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8948 1.9839 0.8751 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.1121 -1.5340 1.1864 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4190 -1.4070 1.6317 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.8374 -1.5107 -0.1142 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2153 1.9949 2.0514 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.2952 1.3214 1.8303 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.1992 -0.2984 1.7510 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.7304 0.1374 2.6206 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.2266 1.1845 1.2605 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.1140 -1.7853 0.2905 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.6757 -2.7999 0.2930 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.0120 -1.1386 -1.8453 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.9933 -2.5617 -2.0390 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.6408 -0.6743 -2.8408 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.2285 0.4313 -1.5570 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.7757 -0.4592 -1.8259 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.7085 1.0718 -1.2903 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.1143 0.1766 -2.7289 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.0633 -2.8102 -1.8908 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3794 -2.9243 -0.2005 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.3707 -2.4852 -1.5763 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 1 0 20 21 1 0 21 22 1 0 22 23 1 0 22 24 1 0 20 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 22 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 19 63 1 0 19 64 1 0 20 65 1 1 21 66 1 0 21 67 1 0 23 68 1 0 23 69 1 0 23 70 1 0 24 71 1 0 24 72 1 0 24 73 1 0 25 74 1 0 26 75 1 0 27 76 1 0 28 77 1 0 30 78 1 0 30 79 1 0 30 80 1 0 31 81 1 0 32 82 1 0 35 83 1 0 35 84 1 0 35 85 1 0 36 86 1 0 36 87 1 0 37 88 1 0 37 89 1 0 38 90 1 0 38 91 1 0 40 92 1 0 40 93 1 0 40 94 1 0 41 95 1 0 41 96 1 0 41 97 1 0 M END

Standard InCHIKey	DMASLKHVQRHNES-CEAVAEQOSA-N
Standard InCHI	InChI=1S/C40H56O/c1-30(18-13-20-32(3)23-25-37-34(5)22-15-27-39(37,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-38-35(6)28-36(41)29-40(38,9)10/h11-14,16-21,23-26,36,41H,15,22,27-29H2,1-10H3/b12-11+,18-13+,19-14+,25-23-,26-24+,30-16+,31-17+,32-20+,33-21+/t36-/m1/s1
SMILES	C/C(=CC=CC=C(/C)C=CC=C(/C)C=CC1=C(C)C[C@H](CC1(C)C)O)/C=C/C=C(C)/C=CC1=C(C)CCCC1(C)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	552.43	Volume:	663.072 ? Van der Waals volume.
Dense:	0.833	LogP:	7.306 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	4.893 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-6.994 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	10.0	Rigid Bonds:	21.0
TPSA:	20.23 ? Topological Polar Surface Area.	H-Bond Acceptor:	1.0
H-Bond Donor:	1.0	Rings:	2.0
Heavy Atoms:	1.0

MedChem Properties

QED Drug-Likeness Score:	0.267	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.343	Fsp³:	0.45
MCE-18:	47.793 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted	GSK Rule:	Accepted
Golden Triangle Rule:	Accepted	BMS Rule:	1
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	1.0	Fluc inhibitor:	0.662 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.063 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.098 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.634	Promiscuous compounds:	0.175

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.005	MDCK Permeability:	-4.79
Pgp-inhibitor:	0.182	Pgp-substrate:	0.941
PAMPA:	0.462 ? 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):	0.0
20% Bioavailability (F20%):	0.025	30% Bioavailability (F30%):	0.114
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.942
Plasma Protein Binding (PPB):	94.187%	Volume Distribution (VD):	0.389
Fu:	6.384% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	0.864	BCRP inhibitor:	0.04
BSEP inhibitor:	1.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.996	CYP1A2-substrate:	0.08
CYP2C19-inhibitor:	0.01	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.016	CYP2C9-substrate:	0.188
CYP2D6-inhibitor:	0.331	CYP2D6-substrate:	0.019
CYP3A4-inhibitor:	0.338	CYP3A4-substrate:	0.999
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.741 ? 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):

9.592

Half-life (T1/2):

0.41

ADMET: Toxicity

hERG Blockers:	0.121	hERG Blockers (10um):	0.302
Human Hepatotoxicity (H-HT):	0.583	Drug-induced Liver Injury (DILI):	0.058
AMES Toxicity:	0.462	Rat Oral Acute Toxicity:	0.443
Maximum Recommended Daily Dose:	0.97	Skin Sensitization:	0.978
Carcinogencity:	0.742	Eye Corrosion:	0.0
Eye Irritation:	0.234	Respiratory Toxicity:	0.405
Drug-induced Neurotoxicity:	0.271	Ototoxicity:	0.857
Hematotoxicity:	0.157	Drug-induced Nephrotoxicity:	0.904
Genotoxicity:	0.054	RPMI-8226 Immunitoxicity:	0.146
A549 Cytotoxicity:	0.17	Hek293 Cytotoxicity:	0.581
BCF:	3.235 ? 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:	5.134 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	6.74 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	6.881 ? 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
NPO15810	Zea mays	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/BF00714468]
NPO15810	Zea mays	Species	Poaceae	Eukaryota		n.a.	n.a.	DOI[10.1021/jf00055a023]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	n.a.	seed	n.a.	PMID[11539687]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	fruits	n.a.	n.a.	PMID[12467621]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12713418]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	fruit	n.a.	PMID[12932131]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	n.a.	root	n.a.	PMID[16212233]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20460582]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21080643]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	n.a.	husk	n.a.	PMID[21574561]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	n.a.	leaf	n.a.	PMID[21574561]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22305790]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	root bark	n.a.	n.a.	PMID[23282106]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	n.a.	seed	n.a.	PMID[23292602]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	fruit	n.a.	PMID[25172746]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	Root Bark	n.a.	n.a.	PMID[26982999]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29762032]
NPO23429	Lycium barbarum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31397570]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[36235241]
NPO23429	Lycium barbarum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37446592]
NPO23429	Lycium barbarum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38961030]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38986200]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8910532]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	n.a.	pollen	n.a.	PMID[8987503]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	fruits	n.a.	n.a.	PMID[9090870]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]
NPO12690	Caltha palustris	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO23429	Lycium barbarum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Resin, Exudate, Sap	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Pericarp	n.a.	n.a.	Database[FooDB]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	Oil	n.a.	n.a.	Database[FooDB]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	Latex Exudate	n.a.	n.a.	Database[FooDB]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	Husk Essent. Oil	n.a.	n.a.	Database[FooDB]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	Cob	n.a.	n.a.	Database[FooDB]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO15810	Zea mays	Species	Poaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	Pollen Or Spore	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	Seed Essent. Oil	n.a.	n.a.	Database[FooDB]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	Shoot	n.a.	n.a.	Database[FooDB]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	Silk Essent. Oil	n.a.	n.a.	Database[FooDB]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	Silk Stigma Style	n.a.	n.a.	Database[FooDB]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	Stem	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Tissue Culture	n.a.	n.a.	Database[FooDB]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12690	Caltha palustris	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23429	Lycium barbarum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	Fruits	n.a.		Database[Phenol-Explorer]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12690	Caltha palustris	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23429	Lycium barbarum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12690	Caltha palustris	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO23429	Lycium barbarum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO23429	Lycium barbarum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15810	Zea mays	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23429	Lycium barbarum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12690	Caltha palustris	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16501	Capsicum annuum	Species	Solanaceae	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 NPC278430 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	31447
0.1-0.2	18022
0.2-0.3	349
0.3-0.4	13
0.4-0.5	5
0.5-0.6	8
0.6-0.7	11
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
0.8378	Intermediate Similarity	NPC45782
0.7297	Intermediate Similarity	NPC17810
0.7297	Intermediate Similarity	NPC606095
0.6977	Remote Similarity	NPC606837
0.6667	Remote Similarity	NPC55412
0.6667	Remote Similarity	NPC249645
0.6458	Remote Similarity	NPC607338
0.6327	Remote Similarity	NPC171148
0.6327	Remote Similarity	NPC313179
0.6327	Remote Similarity	NPC69383
0.6327	Remote Similarity	NPC183736
0.6047	Remote Similarity	NPC22019
0.6047	Remote Similarity	NPC281986
0.6047	Remote Similarity	NPC321568
0.551	Remote Similarity	NPC226066
0.54	Remote Similarity	NPC254886
0.5185	Remote Similarity	NPC228978
0.5185	Remote Similarity	NPC600770
0.5102	Remote Similarity	NPC329416
0.5102	Remote Similarity	NPC317025
0.5102	Remote Similarity	NPC326645
0.5102	Remote Similarity	NPC317177

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC278430 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	8332
0.1-0.2	761
0.2-0.3	44
0.3-0.4	1
0.4-0.5	2
0.5-0.6	6
0.6-0.7	2
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
0.7297	Intermediate Similarity	NPD8262	Phase 4
0.6667	Remote Similarity	NPD4219	Phase 4
0.6327	Remote Similarity	NPD8264	Approved
0.551	Remote Similarity	NPD5325	Clinical (unspecified phase)
0.5185	Remote Similarity	NPD8039	Phase 4
0.5102	Remote Similarity	NPD4191	Approved
0.5102	Remote Similarity	NPD4192	Phase 4
0.5102	Remote Similarity	NPD4193	Phase 4
0.5102	Remote Similarity	NPD4194	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