NPASS Compound

Natural Product: NPC249560

Natural Product ID	NPC249560
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Camelliquercetiside B
IUPAC Name	[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
Synonyms	Camelliquercetiside B
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL1957047
PubChem CID	57384054
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0001111] Flavonoid glycosides [CHEMONTID:0001583] Flavonoid O-glycosides [CHEMONTID:0003531] Flavonoid-3-O-glycosides

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 111117 0 0 0 0 0 0 0 0999 V2000 7.5363 -2.6597 -2.7816 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5346 -2.0280 -2.0555 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0009 -1.0924 -0.9956 C 0 0 1 0 0 0 0 0 0 0 0 0 7.2217 -1.8169 -0.0965 O 0 0 0 0 0 0 0 0 0 0 0 0 6.7290 -0.8613 0.8517 C 0 0 1 0 0 0 0 0 0 0 0 0 5.6621 -1.3437 1.5694 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4718 -0.7604 1.2732 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3746 -1.7038 0.8280 C 0 0 1 0 0 0 0 0 0 0 0 0 2.8359 -2.2749 1.9752 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2538 -0.8952 0.1706 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4074 -1.0776 -1.1773 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3093 -1.5045 -1.8351 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1010 -0.6294 -1.8503 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.5017 -0.4192 -0.6166 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7483 0.1263 -0.9060 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.7473 -0.0158 0.0662 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7739 -0.9535 -0.0882 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7337 -2.1628 0.5260 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7645 -2.9727 0.2779 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.7641 -2.6677 -0.4891 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8605 -1.4548 -1.1342 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8354 -0.5724 -0.9273 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8794 0.5447 -1.4937 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9416 -1.1499 -1.9525 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9844 0.0907 -2.5766 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.9563 -2.0654 -2.1407 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8790 -3.2823 -1.5061 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8088 -3.5763 -0.6997 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.9122 -4.2185 -1.6957 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6806 -2.6374 1.4196 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6764 -1.9007 1.9613 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7080 -2.4460 2.7958 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7239 -3.7795 3.1174 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7348 -4.5482 2.5799 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6892 -3.9918 1.7518 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7654 -5.8951 2.8941 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2542 -4.3231 3.9593 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4582 1.6011 -1.1441 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.6355 1.7360 -2.4032 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4022 0.6871 -2.5492 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8198 0.4969 -3.8618 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0768 3.0043 -2.5423 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5508 2.4380 -1.0457 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6841 3.3860 -0.0134 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7544 3.4320 0.8165 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8559 4.2502 0.0592 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8327 4.2233 -0.8171 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0117 5.0649 -0.7762 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2513 5.9690 0.2234 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3886 6.7663 0.2240 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3158 6.6667 -0.7937 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0805 5.7569 -1.8055 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9467 4.9768 -1.7859 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4527 7.4625 -0.7967 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4534 0.4670 0.4290 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6686 0.7850 1.7403 C 0 0 2 0 0 0 0 0 0 0 0 0 3.8368 0.0572 2.3955 C 0 0 2 0 0 0 0 0 0 0 0 0 4.6888 0.9708 2.9597 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4246 0.6977 2.5970 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8973 -0.6212 1.7614 C 0 0 1 0 0 0 0 0 0 0 0 0 8.8934 0.2127 0.9784 C 0 0 2 0 0 0 0 0 0 0 0 0 9.1456 -0.3590 -0.3892 C 0 0 2 0 0 0 0 0 0 0 0 0 9.4257 0.7447 -1.2315 O 0 0 0 0 0 0 0 0 0 0 0 0 10.0950 0.1785 1.6853 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6029 -0.0448 2.9678 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0760 -1.9704 -3.3217 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1428 -1.3935 -2.7464 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2402 -2.7321 -1.5894 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2967 -0.3756 -1.5137 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4651 -0.0010 0.2024 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6502 -0.0409 0.4177 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7726 -2.4936 0.1960 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6029 -3.2171 1.7825 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2600 -1.2032 0.5076 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0364 -2.5407 -1.4210 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5262 -1.7647 -2.9165 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6655 -1.1410 -2.4884 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0777 -0.4064 -1.8331 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.8498 0.3803 -3.0123 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.8142 -1.8733 -2.7652 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7205 -4.5315 -0.1853 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9483 -4.7355 -2.5574 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6183 -0.8501 1.7772 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0857 -1.8459 3.2190 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4729 -4.6173 1.3437 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9724 -6.3216 3.3437 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0152 -4.3486 4.9536 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7637 1.8726 -0.2898 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3567 1.6350 -3.2625 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3201 1.0778 -2.0145 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5297 -0.4123 -4.1276 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8102 2.8943 -2.9744 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9057 4.9338 0.8812 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7403 3.5017 -1.6442 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5465 6.0727 1.0397 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5685 7.4836 1.0277 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.8136 5.6865 -2.5955 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7875 4.2749 -2.5918 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.3313 8.4188 -1.1369 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9661 1.8795 1.7356 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4574 -0.6977 3.1266 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8495 0.7249 3.9047 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1328 1.6981 2.9695 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5556 0.0370 3.4646 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6008 0.3590 1.9240 H 0 0 0 0 0 0 0 0 0 0 0 0 8.3777 -1.6179 1.9356 H 0 0 0 0 0 0 0 0 0 0 0 0 8.5365 1.2587 0.8970 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0434 -1.0056 -0.4164 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0811 1.3436 -0.7635 H 0 0 0 0 0 0 0 0 0 0 0 0 10.2974 -0.7284 2.0054 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5737 -0.7543 3.6596 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 7 8 1 0 8 9 1 0 8 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 14 15 1 0 15 16 1 0 16 17 1 0 17 18 2 0 18 19 1 0 19 20 1 0 20 21 2 0 21 22 1 0 22 23 2 0 21 24 1 0 24 25 1 0 24 26 2 0 26 27 1 0 27 28 2 0 27 29 1 0 18 30 1 0 30 31 2 0 31 32 1 0 32 33 2 0 33 34 1 0 34 35 2 0 34 36 1 0 33 37 1 0 15 38 1 0 38 39 1 0 39 40 1 0 40 41 1 0 39 42 1 0 38 43 1 0 43 44 1 0 44 45 2 0 44 46 1 0 46 47 2 0 47 48 1 0 48 49 2 0 49 50 1 0 50 51 2 0 51 52 1 0 52 53 2 0 51 54 1 0 10 55 1 0 55 56 1 0 56 57 1 0 57 58 1 0 56 59 1 0 5 60 1 0 60 61 1 0 61 62 1 0 62 63 1 0 61 64 1 0 60 65 1 0 62 3 1 0 57 7 1 0 40 13 1 0 53 48 1 0 22 17 1 0 35 30 1 0 28 20 1 0 1 66 1 0 2 67 1 0 2 68 1 0 3 69 1 6 5 70 1 6 7 71 1 6 8 72 1 6 9 73 1 0 10 74 1 1 12 75 1 0 12 76 1 0 13 77 1 6 15 78 1 6 25 79 1 0 26 80 1 0 28 81 1 0 29 82 1 0 31 83 1 0 32 84 1 0 35 85 1 0 36 86 1 0 37 87 1 0 38 88 1 1 39 89 1 6 40 90 1 1 41 91 1 0 42 92 1 0 46 93 1 0 47 94 1 0 49 95 1 0 50 96 1 0 52 97 1 0 53 98 1 0 54 99 1 0 56100 1 6 57101 1 1 58102 1 0 59103 1 0 59104 1 0 59105 1 0 60106 1 1 61107 1 6 62108 1 1 63109 1 0 64110 1 0 65111 1 0 M END

Standard InCHIKey	FMFFYFPHHRLGQM-SLBAZVKTSA-N
Standard InCHI	InChI=1S/C42H46O23/c1-15-28(50)37(64-41-34(56)32(54)29(51)24(13-43)61-41)35(57)40(59-15)58-14-25-30(52)33(55)39(63-26(49)9-4-16-2-6-18(44)7-3-16)42(62-25)65-38-31(53)27-22(48)11-19(45)12-23(27)60-36(38)17-5-8-20(46)21(47)10-17/h2-12,15,24-25,28-30,32-35,37,39-48,50-52,54-57H,13-14H2,1H3/b9-4+/t15-,24+,25+,28-,29+,30+,32-,33-,34+,35+,37+,39+,40+,41-,42-/m0/s1
SMILES	OC[C@H]1O[C@@H](O[C@H]2[C@@H](O)[C@H](OC[C@H]3O[C@@H](Oc4c(oc5c(c4=O)c(O)cc(c5)O)c4ccc(c(c4)O)O)[C@@H]([C@H]([C@@H]3O)O)OC(=O)/C=C/c3ccc(cc3)O)O[C@H]([C@@H]2O)C)[C@@H]([C@H]([C@@H]1O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	918.24	Volume:	842.994 ? Van der Waals volume.
Dense:	1.089	LogP:	1.036 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.271 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.264 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	13.0	Rigid Bonds:	44.0
TPSA:	374.88 ? Topological Polar Surface Area.	H-Bond Acceptor:	23.0
H-Bond Donor:	13.0	Rings:	7.0
Heavy Atoms:	23.0

MedChem Properties

QED Drug-Likeness Score:	0.042	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	5.739	Fsp³:	0.429
MCE-18:	171.5 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected	GSK Rule:	Accepted
Golden Triangle Rule:	Accepted	BMS Rule:	1
Chelating Alert:	1	PAINS Alert:	1
Colloidal aggregators:	0.69	Fluc inhibitor:	0.601 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.704 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.666 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.342	Promiscuous compounds:	0.575

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.833	MDCK Permeability:	-5.02
Pgp-inhibitor:	0.0	Pgp-substrate:	0.063
PAMPA:	0.999 ? 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):	0.292
20% Bioavailability (F20%):	0.767	30% Bioavailability (F30%):	1.0
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.0
Plasma Protein Binding (PPB):	83.759%	Volume Distribution (VD):	-0.042
Fu:	14.043% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.255
BSEP inhibitor:	0.003

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.018
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	0.139
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.965 ? 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):

0.889

Half-life (T1/2):

5.679

ADMET: Toxicity

hERG Blockers:	0.011	hERG Blockers (10um):	0.12
Human Hepatotoxicity (H-HT):	0.53	Drug-induced Liver Injury (DILI):	0.97
AMES Toxicity:	0.884	Rat Oral Acute Toxicity:	0.004
Maximum Recommended Daily Dose:	0.078	Skin Sensitization:	1.0
Carcinogencity:	0.017	Eye Corrosion:	0.0
Eye Irritation:	0.141	Respiratory Toxicity:	0.002
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	0.987
Hematotoxicity:	0.014	Drug-induced Nephrotoxicity:	0.236
Genotoxicity:	0.956	RPMI-8226 Immunitoxicity:	0.073
A549 Cytotoxicity:	0.916	Hek293 Cytotoxicity:	0.852
BCF:	0.505 ? 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:	3.292 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.948 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.197 ? 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
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[ 16712885]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.foodchem.2013.08.121]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Flowers	n.a.	n.a.	PMID[16180814]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	seeds	Shizuoka prefecture, Japan	n.a.	PMID[16499314]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18068204]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21434603]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	flower	n.a.	PMID[21922925]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	flower buds	n.a.	n.a.	PMID[21925888]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	leaves	n.a.	n.a.	PMID[22377672]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	leaf	n.a.	PMID[23265489]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Leaves	Bandung, West Java, Indonesia		PMID[23621359]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37255739]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Stem	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Shoot	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Seed Oil	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Leaf Essent. Oil	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Cotyledon	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8258	Camellia sinensis	Species	Theaceae	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
IC50	2

Activity Type	# Activity
Others	2

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
NPT1	Others	Radical scavenging activity	n.a.	IC50	=	22000.0	nM	PMID[11374943]
NPT2	Others	Unspecified	n.a.	IC50	=	13700.0	nM	PMID[20979364]

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 NPC249560 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	16610
0.1-0.2	28327
0.2-0.3	3989
0.3-0.4	573
0.4-0.5	179
0.5-0.6	125
0.6-0.7	36
0.7-0.8	0
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8364	Intermediate Similarity	NPC162394
0.8197	Intermediate Similarity	NPC33083
0.7288	Intermediate Similarity	NPC241781
0.7257	Intermediate Similarity	NPC292019
0.7257	Intermediate Similarity	NPC202908
0.7097	Intermediate Similarity	NPC72554
0.704	Intermediate Similarity	NPC487502
0.696	Remote Similarity	NPC30011
0.6935	Remote Similarity	NPC275977
0.6923	Remote Similarity	NPC470718
0.6903	Remote Similarity	NPC218161
0.6875	Remote Similarity	NPC97817
0.6875	Remote Similarity	NPC89127
0.687	Remote Similarity	NPC189564
0.6754	Remote Similarity	NPC602448
0.6752	Remote Similarity	NPC470712
0.6696	Remote Similarity	NPC122467
0.664	Remote Similarity	NPC21359
0.664	Remote Similarity	NPC460984
0.6557	Remote Similarity	NPC156785
0.6535	Remote Similarity	NPC231787
0.6391	Remote Similarity	NPC487501
0.6356	Remote Similarity	NPC203145
0.6325	Remote Similarity	NPC223426
0.6316	Remote Similarity	NPC12013
0.6316	Remote Similarity	NPC11432
0.6316	Remote Similarity	NPC477613
0.6299	Remote Similarity	NPC25946
0.6279	Remote Similarity	NPC473554
0.6239	Remote Similarity	NPC292929
0.6207	Remote Similarity	NPC221288
0.6207	Remote Similarity	NPC194836
0.6207	Remote Similarity	NPC91493
0.6207	Remote Similarity	NPC605081
0.6198	Remote Similarity	NPC303694
0.6195	Remote Similarity	NPC155877
0.6194	Remote Similarity	NPC487500
0.6126	Remote Similarity	NPC254855
0.6126	Remote Similarity	NPC94610
0.6116	Remote Similarity	NPC173837
0.608	Remote Similarity	NPC470713
0.6053	Remote Similarity	NPC156869
0.6	Remote Similarity	NPC483765
0.5984	Remote Similarity	NPC480444
0.5966	Remote Similarity	NPC221342
0.5966	Remote Similarity	NPC476470
0.595	Remote Similarity	NPC89052
0.5935	Remote Similarity	NPC164704
0.5932	Remote Similarity	NPC101399
0.5932	Remote Similarity	NPC205824
0.5932	Remote Similarity	NPC217822
0.5932	Remote Similarity	NPC11847
0.5932	Remote Similarity	NPC198938
0.5917	Remote Similarity	NPC483767
0.5917	Remote Similarity	NPC483769
0.5917	Remote Similarity	NPC483768
0.5917	Remote Similarity	NPC483766
0.5906	Remote Similarity	NPC488740
0.5906	Remote Similarity	NPC488736
0.5906	Remote Similarity	NPC488733
0.5891	Remote Similarity	NPC192539
0.5882	Remote Similarity	NPC85751
0.5882	Remote Similarity	NPC19240
0.5868	Remote Similarity	NPC96605
0.5868	Remote Similarity	NPC280642
0.5868	Remote Similarity	NPC81042
0.5841	Remote Similarity	NPC95866
0.5833	Remote Similarity	NPC487499
0.5826	Remote Similarity	NPC163242
0.5826	Remote Similarity	NPC272068
0.5814	Remote Similarity	NPC488737
0.5806	Remote Similarity	NPC480441
0.5806	Remote Similarity	NPC470715
0.5781	Remote Similarity	NPC474522
0.5776	Remote Similarity	NPC203259
0.5776	Remote Similarity	NPC33054
0.5776	Remote Similarity	NPC176740
0.5776	Remote Similarity	NPC471725
0.5776	Remote Similarity	NPC134532
0.5776	Remote Similarity	NPC602582
0.5752	Remote Similarity	NPC170052
0.5752	Remote Similarity	NPC135846
0.5726	Remote Similarity	NPC255157
0.5726	Remote Similarity	NPC259896
0.5726	Remote Similarity	NPC477895
0.5714	Remote Similarity	NPC104883
0.5714	Remote Similarity	NPC488679
0.5703	Remote Similarity	NPC480445
0.5702	Remote Similarity	NPC260504
0.5702	Remote Similarity	NPC89809
0.563	Remote Similarity	NPC477628
0.561	Remote Similarity	NPC214621
0.561	Remote Similarity	NPC34267
0.5575	Remote Similarity	NPC224530
0.5556	Remote Similarity	NPC470405
0.5556	Remote Similarity	NPC217520
0.5556	Remote Similarity	NPC25523
0.5537	Remote Similarity	NPC472991
0.5504	Remote Similarity	NPC488734
0.5504	Remote Similarity	NPC474093
0.5504	Remote Similarity	NPC488735
0.5504	Remote Similarity	NPC488739
0.5504	Remote Similarity	NPC104910
0.5504	Remote Similarity	NPC488732
0.5504	Remote Similarity	NPC488738
0.5492	Remote Similarity	NPC220173
0.5478	Remote Similarity	NPC476215
0.5424	Remote Similarity	NPC173582
0.5424	Remote Similarity	NPC265885
0.5424	Remote Similarity	NPC181465
0.5424	Remote Similarity	NPC471748
0.5424	Remote Similarity	NPC67326
0.5424	Remote Similarity	NPC215710
0.5424	Remote Similarity	NPC473438
0.5424	Remote Similarity	NPC253788
0.542	Remote Similarity	NPC470717
0.5417	Remote Similarity	NPC253521
0.5417	Remote Similarity	NPC113836
0.541	Remote Similarity	NPC97119
0.5379	Remote Similarity	NPC470720
0.5378	Remote Similarity	NPC304741
0.5362	Remote Similarity	NPC223860
0.536	Remote Similarity	NPC478277
0.536	Remote Similarity	NPC478276
0.536	Remote Similarity	NPC478275
0.536	Remote Similarity	NPC92815
0.5357	Remote Similarity	NPC145038
0.5357	Remote Similarity	NPC56077
0.5357	Remote Similarity	NPC281131
0.5357	Remote Similarity	NPC253662
0.5357	Remote Similarity	NPC179950
0.5357	Remote Similarity	NPC88789
0.5357	Remote Similarity	NPC491374
0.5349	Remote Similarity	NPC470716
0.5339	Remote Similarity	NPC29958
0.5328	Remote Similarity	NPC473327
0.5303	Remote Similarity	NPC470719
0.5299	Remote Similarity	NPC116864
0.5299	Remote Similarity	NPC244776
0.5289	Remote Similarity	NPC470125
0.5285	Remote Similarity	NPC142142
0.5263	Remote Similarity	NPC216496
0.525	Remote Similarity	NPC605592
0.5246	Remote Similarity	NPC245452
0.5242	Remote Similarity	NPC471669
0.5231	Remote Similarity	NPC139571
0.5207	Remote Similarity	NPC35167
0.5167	Remote Similarity	NPC39834
0.5164	Remote Similarity	NPC61904
0.5164	Remote Similarity	NPC488073
0.5164	Remote Similarity	NPC472992
0.5161	Remote Similarity	NPC603079
0.5152	Remote Similarity	NPC295625
0.5147	Remote Similarity	NPC480442
0.5139	Remote Similarity	NPC475179
0.512	Remote Similarity	NPC476472
0.512	Remote Similarity	NPC294815
0.512	Remote Similarity	NPC16194
0.512	Remote Similarity	NPC76831
0.5116	Remote Similarity	NPC219043
0.5116	Remote Similarity	NPC48984
0.5086	Remote Similarity	NPC60735
0.5086	Remote Similarity	NPC26230
0.5083	Remote Similarity	NPC471079
0.5083	Remote Similarity	NPC139320
0.5043	Remote Similarity	NPC52550
0.5043	Remote Similarity	NPC259957
0.5034	Remote Similarity	NPC482521

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC249560 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	5033
0.1-0.2	4067
0.2-0.3	40
0.3-0.4	7
0.4-0.5	2
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
0.5776	Remote Similarity	NPD6797	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