NPASS Compound

Natural Product: NPC16983

Natural Product ID	NPC16983
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	KRQDMAXNTWLTDZ-DSSUFEMRSA-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:0000258] Steroids and steroid derivatives [CHEMONTID:0001013] Steroidal glycosides [CHEMONTID:0002364] Steroidal saponins

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 114121 0 0 0 0 0 0 0 0999 V2000 -11.6813 -0.9820 -1.7486 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2735 -0.4422 -0.4050 C 0 0 2 0 0 0 0 0 0 0 0 0 -10.5654 0.8801 -0.5873 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.1423 0.5902 -1.0084 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4031 -0.1093 0.1120 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.4369 0.8858 0.7180 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.0368 1.5885 1.9314 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3325 -0.0156 1.2025 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.6025 -1.3486 0.5257 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.2776 -1.7617 -0.1400 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3225 -1.0235 0.7390 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.8949 -1.1104 0.4751 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5400 -1.6826 -0.8997 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0659 -1.9066 -0.9429 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2683 -0.9541 -0.5024 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2113 -1.1781 -0.5427 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8834 -0.8239 0.7653 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9446 -0.0958 1.7000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2157 0.9599 0.9012 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8457 0.3121 -0.0005 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.0507 1.2820 -1.1245 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0541 0.0591 0.8367 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.8059 1.3646 0.9499 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1646 1.2092 1.6025 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9662 0.3500 0.6748 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.0904 0.9256 -0.6844 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9409 0.0078 0.4904 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1793 -0.4978 0.8611 C 0 0 1 0 0 0 0 0 0 0 0 0 4.9775 -0.6461 -0.4179 C 0 0 1 0 0 0 0 0 0 0 0 0 5.7556 0.6376 -0.6856 C 0 0 2 0 0 0 0 0 0 0 0 0 6.7861 0.7028 0.4548 C 0 0 1 0 0 0 0 0 0 0 0 0 6.1569 0.3451 1.7608 C 0 0 1 0 0 0 0 0 0 0 0 0 6.5848 1.3734 2.7960 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1135 2.6147 2.3519 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7659 0.4115 1.7316 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7974 -0.2051 0.1308 O 0 0 0 0 0 0 0 0 0 0 0 0 9.0074 0.4276 -0.1612 C 0 0 1 0 0 0 0 0 0 0 0 0 10.0974 -0.0856 0.7186 C 0 0 1 0 0 0 0 0 0 0 0 0 11.4727 0.2336 0.1781 C 0 0 1 0 0 0 0 0 0 0 0 0 11.5168 -0.0997 -1.2935 C 0 0 2 0 0 0 0 0 0 0 0 0 10.1873 -0.7521 -1.6998 C 0 0 2 0 0 0 0 0 0 0 0 0 10.2289 -1.0774 -3.1897 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2231 0.2146 -1.5260 O 0 0 0 0 0 0 0 0 0 0 0 0 12.5175 -0.9991 -1.5659 O 0 0 0 0 0 0 0 0 0 0 0 0 11.8552 1.5257 0.4634 O 0 0 0 0 0 0 0 0 0 0 0 0 10.0284 0.5641 1.9680 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8731 1.6903 -0.6440 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8717 -1.7004 -0.3275 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6182 -1.1559 -0.3727 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.3740 -0.5787 1.0635 N 0 0 0 0 0 0 0 0 0 0 0 0 -10.3430 -1.3713 0.3302 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.7216 -0.6746 -1.9866 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.7039 -2.1075 -1.7628 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.0435 -0.6167 -2.5800 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.1901 -0.3324 0.2138 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.0568 1.5122 -1.3576 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.5183 1.4776 0.3487 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6702 1.5777 -1.2463 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.1000 0.0023 -1.9497 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1383 1.6664 0.0238 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.7637 0.9751 2.4642 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2252 1.8993 2.6465 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5166 2.5588 1.6091 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3213 -0.1181 2.2947 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9002 -2.1108 1.2934 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2087 -2.8605 -0.0703 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3222 -1.3955 -1.1777 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5792 -1.3718 1.7908 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5208 -1.9707 1.1326 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9879 -2.7223 -0.9327 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9634 -1.1619 -1.7393 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6189 -2.8183 -1.3201 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6287 -0.5951 -1.3942 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3797 -2.2395 -0.8000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1680 -1.7684 1.2498 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5792 0.4625 2.4375 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2983 -0.7579 2.2728 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9634 1.4021 0.2099 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1896 1.7522 1.5295 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8945 0.9471 -1.7514 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1739 2.3191 -0.8354 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1554 1.2514 -1.8130 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6511 -0.0815 1.8917 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2447 2.0949 1.5680 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9787 1.8500 -0.0241 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9998 0.6455 2.5468 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5705 2.2088 1.7568 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2247 2.0417 -0.5595 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9793 0.5757 -1.2480 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2393 0.8194 -1.3553 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0583 -1.4963 1.3025 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3346 -0.8205 -1.3000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2622 0.5149 -1.6498 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2140 1.7122 0.4000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5290 -0.6373 2.1152 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6452 1.3602 3.0340 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0037 1.1013 3.7267 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3349 3.3380 2.9916 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9438 1.5321 -0.0522 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0166 -1.1799 0.8943 H 0 0 0 0 0 0 0 0 0 0 0 0 12.2044 -0.4436 0.7033 H 0 0 0 0 0 0 0 0 0 0 0 0 11.5843 0.8385 -1.8802 H 0 0 0 0 0 0 0 0 0 0 0 0 9.9549 -1.6317 -1.0927 H 0 0 0 0 0 0 0 0 0 0 0 0 11.2202 -1.4990 -3.3985 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0268 -0.1332 -3.7720 H 0 0 0 0 0 0 0 0 0 0 0 0 9.4118 -1.7904 -3.3862 H 0 0 0 0 0 0 0 0 0 0 0 0 13.2754 -0.4901 -1.9614 H 0 0 0 0 0 0 0 0 0 0 0 0 12.0288 1.5668 1.4430 H 0 0 0 0 0 0 0 0 0 0 0 0 10.5022 0.0506 2.6664 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0473 2.3240 -1.3851 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2754 -1.9194 -1.1917 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.8967 -1.1343 1.8006 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.8732 -2.0956 0.9644 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.7851 -1.9567 -0.4493 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 6 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 14 15 2 0 15 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 6 20 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 25 26 1 6 17 27 1 0 27 28 1 0 28 29 1 0 29 30 1 0 30 31 1 0 31 32 1 0 32 33 1 0 33 34 1 0 32 35 1 0 31 36 1 0 36 37 1 0 37 38 1 0 38 39 1 0 39 40 1 0 40 41 1 0 41 42 1 0 41 43 1 0 40 44 1 0 39 45 1 0 38 46 1 0 30 47 1 0 29 48 1 0 9 49 1 0 5 50 1 0 50 51 1 0 51 2 1 0 5 49 1 6 25 8 1 0 35 28 1 0 43 37 1 0 25 11 1 0 22 12 1 0 20 15 1 0 1 52 1 0 1 53 1 0 1 54 1 0 2 55 1 1 3 56 1 0 3 57 1 0 4 58 1 0 4 59 1 0 6 60 1 6 7 61 1 0 7 62 1 0 7 63 1 0 8 64 1 1 9 65 1 1 10 66 1 0 10 67 1 0 11 68 1 1 12 69 1 1 13 70 1 0 13 71 1 0 14 72 1 0 16 73 1 0 16 74 1 0 17 75 1 1 18 76 1 0 18 77 1 0 19 78 1 0 19 79 1 0 21 80 1 0 21 81 1 0 21 82 1 0 22 83 1 1 23 84 1 0 23 85 1 0 24 86 1 0 24 87 1 0 26 88 1 0 26 89 1 0 26 90 1 0 28 91 1 1 29 92 1 6 30 93 1 6 31 94 1 1 32 95 1 1 33 96 1 0 33 97 1 0 34 98 1 0 37 99 1 6 38100 1 1 39101 1 1 40102 1 6 41103 1 1 42104 1 0 42105 1 0 42106 1 0 44107 1 0 45108 1 0 46109 1 0 47110 1 0 48111 1 0 50112 1 0 51113 1 0 51114 1 0 M END

Standard InCHIKey	KRQDMAXNTWLTDZ-DSSUFEMRSA-N
Standard InCHI	InChI=1S/C39H63NO11/c1-18-8-13-39(40-16-18)19(2)28-26(51-39)15-25-23-7-6-21-14-22(9-11-37(21,4)24(23)10-12-38(25,28)5)48-36-33(46)31(44)34(27(17-41)49-36)50-35-32(45)30(43)29(42)20(3)47-35/h6,18-20,22-36,40-46H,7-17H2,1-5H3/t18-,19+,20+,22+,23+,24+,25+,26+,27-,28+,29+,30-,31-,32-,33-,34-,35+,36-,37+,38+,39-/m1/s1
SMILES	C[C@@H]1CC[C@@]2([C@@H](C)[C@H]3[C@H](C[C@H]4[C@H]5CC=C6C[C@H](CC[C@]6(C)[C@H]5CC[C@]34C)O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O[C@H]3[C@@H]([C@@H]([C@H]([C@H](C)O3)O)O)O)O)O)O2)NC1

Calculated Properties

Physi-Chem Properties

Molecular Weight:	721.44	Volume:	719.701 ? Van der Waals volume.
Dense:	1.002	LogP:	3.053 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.579 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-5.178 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	5.0	Rigid Bonds:	42.0
TPSA:	179.56 ? Topological Polar Surface Area.	H-Bond Acceptor:	12.0
H-Bond Donor:	7.0	Rings:	8.0
Heavy Atoms:	12.0

MedChem Properties

QED Drug-Likeness Score:	0.206	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	6.299	Fsp³:	0.949
MCE-18:	198.421 ? 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:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.903	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.006 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.0 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.007	Promiscuous compounds:	0.019

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.057	MDCK Permeability:	-5.137
Pgp-inhibitor:	0.0	Pgp-substrate:	0.842
PAMPA:	0.982 ? 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%):	0.338
50% Bioavailability (F50%):	0.99

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.017	MRP1:	0.086
Plasma Protein Binding (PPB):	64.963%	Volume Distribution (VD):	-0.346
Fu:	30.937% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.169
BSEP inhibitor:	0.287

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.114	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.251	CYP3A4-substrate:	0.998
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.867
HLM stability:	0.436 ? 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):

2.024

Half-life (T1/2):

2.607

ADMET: Toxicity

hERG Blockers:	0.051	hERG Blockers (10um):	0.233
Human Hepatotoxicity (H-HT):	0.484	Drug-induced Liver Injury (DILI):	0.809
AMES Toxicity:	0.85	Rat Oral Acute Toxicity:	0.052
Maximum Recommended Daily Dose:	0.076	Skin Sensitization:	1.0
Carcinogencity:	0.176	Eye Corrosion:	0.0
Eye Irritation:	0.006	Respiratory Toxicity:	0.015
Drug-induced Neurotoxicity:	0.002	Ototoxicity:	0.984
Hematotoxicity:	0.175	Drug-induced Nephrotoxicity:	0.52
Genotoxicity:	0.015	RPMI-8226 Immunitoxicity:	0.187
A549 Cytotoxicity:	0.847	Hek293 Cytotoxicity:	0.734
BCF:	2.285 ? 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:	3.942 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.118 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.614 ? 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
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.jfca.2005.08.001]
NPO15684	Cochliobolus heterostrophus	Species	Pleosporaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10395513]
NPO7093	Oncorhynchus keta	Species	Salmonidae	Eukaryota	eggs	Pacific	n.a.	PMID[10654418]
NPO7093	Oncorhynchus keta	Species	Salmonidae	Eukaryota	Eggs	n.a.	n.a.	PMID[10654418]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	roots	purchased from Kiu Shun Trading Ltd., Vancouver, Canada	2000	PMID[16643021]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18460139]
NPO958	Tambja ceutae	Species	Polyceridae	Eukaryota	n.a.	Azorean	n.a.	PMID[20227875]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25538068]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27400088]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[36838931]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37480748]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6821187]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	leaf	n.a.	PMID[9433811]
NPO4350	Chlorella pyrenoidosa	Species	Chlorellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6107	Acacia lemmoni	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3023	Achillea pratensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3913	Alcea nudiflora	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6722	Anaphalis margaritacea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1977	Arum montanum	Species	Araceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4050	Boronia lanceolata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16714	Campanula pendula	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7161	Capparis angulata	Species	Capparaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9099	Carissa spinarum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO798	Chloranthus holostegius	Species	Chloranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3528	Cinnamomum pedunculatum	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10450	Clerodendrum infortunatum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15684	Cochliobolus heterostrophus	Species	Pleosporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4125	Corydalis crystallina	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6951	Dictyota spinulosa	Species	Dictyotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27244	Dysosma pleiantha	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3456	Eucalyptus campanulata	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1814	Euphorbia cattimandoo	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7377	Hemiphragma heterophyllum	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7640	Klaseopsis chinensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4847	Lasianthus wallichii	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO586	Lomandra hastilis	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO518	Mercurialis leiocarpa	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6421	Neolitsea sericea	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4204	Ochradenus baccatus	Species	Resedaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7093	Oncorhynchus keta	Species	Salmonidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4411	Plantago ovata	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6345	Podocarpus sellowii	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1659	Primula denticulata	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4773	Pteromys volans	Species	Sciuridae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5739	Rubus foliolosus	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6523	Streptococcus pneumoniae	Species	Streptococcaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO958	Tambja ceutae	Species	Polyceridae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO241	Teucrium cossonii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5518	Thuja dolabrata	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1244	Trimusculus conica	Species	Trimusculidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2339	Turnera ulmifolia	Species	Passifloraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5809	Xanthoparmelia tinctina	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO7093	Oncorhynchus keta	Species	Salmonidae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	Leaves	n.a.		Database[FooDB]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27244	Dysosma pleiantha	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7377	Hemiphragma heterophyllum	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6421	Neolitsea sericea	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6722	Anaphalis margaritacea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4847	Lasianthus wallichii	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4773	Pteromys volans	Species	Sciuridae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7377	Hemiphragma heterophyllum	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27244	Dysosma pleiantha	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4847	Lasianthus wallichii	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6421	Neolitsea sericea	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6722	Anaphalis margaritacea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4773	Pteromys volans	Species	Sciuridae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO6722	Anaphalis margaritacea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO9099	Carissa spinarum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6523	Streptococcus pneumoniae	Species	Streptococcaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO2339	Turnera ulmifolia	Species	Passifloraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27244	Dysosma pleiantha	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6722	Anaphalis margaritacea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4847	Lasianthus wallichii	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1244	Trimusculus conica	Species	Trimusculidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4050	Boronia lanceolata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15684	Cochliobolus heterostrophus	Species	Pleosporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1659	Primula denticulata	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4411	Plantago ovata	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO798	Chloranthus holostegius	Species	Chloranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7093	Oncorhynchus keta	Species	Salmonidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16714	Campanula pendula	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4350	Chlorella pyrenoidosa	Species	Chlorellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6107	Acacia lemmoni	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5739	Rubus foliolosus	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10450	Clerodendrum infortunatum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO241	Teucrium cossonii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5809	Xanthoparmelia tinctina	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3528	Cinnamomum pedunculatum	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6951	Dictyota spinulosa	Species	Dictyotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6421	Neolitsea sericea	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1814	Euphorbia cattimandoo	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3456	Eucalyptus campanulata	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7640	Klaseopsis chinensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4773	Pteromys volans	Species	Sciuridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3913	Alcea nudiflora	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7377	Hemiphragma heterophyllum	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO586	Lomandra hastilis	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5518	Thuja dolabrata	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1977	Arum montanum	Species	Araceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO518	Mercurialis leiocarpa	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3023	Achillea pratensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4125	Corydalis crystallina	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4204	Ochradenus baccatus	Species	Resedaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7161	Capparis angulata	Species	Capparaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6345	Podocarpus sellowii	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO958	Tambja ceutae	Species	Polyceridae	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 NPC16983 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	23480
0.1-0.2	23080
0.2-0.3	2688
0.3-0.4	472
0.4-0.5	70
0.5-0.6	50
0.6-0.7	9
0.7-0.8	1
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC15249
1.0	High Similarity	NPC25455
0.8478	Intermediate Similarity	NPC122819
0.7917	Intermediate Similarity	NPC150057
0.7917	Intermediate Similarity	NPC147753
0.7573	Intermediate Similarity	NPC287885
0.6735	Remote Similarity	NPC470432
0.6735	Remote Similarity	NPC230507
0.6452	Remote Similarity	NPC486114
0.6442	Remote Similarity	NPC6806
0.6364	Remote Similarity	NPC485606
0.6136	Remote Similarity	NPC147835
0.6136	Remote Similarity	NPC253645
0.6136	Remote Similarity	NPC85001
0.6136	Remote Similarity	NPC95920
0.5769	Remote Similarity	NPC94272
0.5648	Remote Similarity	NPC470433
0.5648	Remote Similarity	NPC46190
0.5648	Remote Similarity	NPC171073
0.5625	Remote Similarity	NPC247037
0.5625	Remote Similarity	NPC269297
0.5625	Remote Similarity	NPC222202
0.5596	Remote Similarity	NPC248746
0.5596	Remote Similarity	NPC477809
0.5586	Remote Similarity	NPC73243
0.5586	Remote Similarity	NPC244086
0.5586	Remote Similarity	NPC84956
0.5565	Remote Similarity	NPC23808
0.5565	Remote Similarity	NPC87998
0.5545	Remote Similarity	NPC42171
0.5514	Remote Similarity	NPC14704
0.5495	Remote Similarity	NPC480555
0.5495	Remote Similarity	NPC150372
0.5455	Remote Similarity	NPC296686
0.5364	Remote Similarity	NPC602423
0.5351	Remote Similarity	NPC475550
0.5347	Remote Similarity	NPC181845
0.5345	Remote Similarity	NPC249265
0.5345	Remote Similarity	NPC480554
0.531	Remote Similarity	NPC102016
0.531	Remote Similarity	NPC95051
0.5304	Remote Similarity	NPC475333
0.5304	Remote Similarity	NPC224098
0.5304	Remote Similarity	NPC208383
0.5273	Remote Similarity	NPC98696
0.5268	Remote Similarity	NPC300557
0.5259	Remote Similarity	NPC194207
0.5259	Remote Similarity	NPC22779
0.5254	Remote Similarity	NPC480553
0.5254	Remote Similarity	NPC477811
0.5248	Remote Similarity	NPC165439
0.5246	Remote Similarity	NPC224314
0.5234	Remote Similarity	NPC295980
0.5229	Remote Similarity	NPC305423
0.5229	Remote Similarity	NPC113044
0.5229	Remote Similarity	NPC283829
0.5229	Remote Similarity	NPC161676
0.5221	Remote Similarity	NPC475182
0.521	Remote Similarity	NPC308140
0.5089	Remote Similarity	NPC265275
0.5085	Remote Similarity	NPC218571
0.5085	Remote Similarity	NPC487615
0.5043	Remote Similarity	NPC309278
0.5041	Remote Similarity	NPC232054
0.5041	Remote Similarity	NPC480556

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC16983 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7436
0.1-0.2	1626
0.2-0.3	78
0.3-0.4	6
0.4-0.5	2
0.5-0.6	0
0.6-0.7	0
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	Drug ID	Developmental Stage
0.8478	Intermediate Similarity	NPD8449	Approved
0.7917	Intermediate Similarity	NPD8450	Suspended

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