NPASS Compound

Natural Product: NPC488234

Natural Product ID	NPC488234
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	APSWGNANXYWZHU-NRTXXYNBSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	44567044
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0003909] Fatty Acyls [CHEMONTID:0001334] Fatty alcohols [CHEMONTID:0002951] Long-chain fatty alcohols

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 108109 0 0 0 0 0 0 0 0999 V2000 9.8252 -3.0484 2.0536 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5473 -1.7373 2.1419 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9786 -1.2462 0.7685 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7072 0.0741 0.8698 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8557 1.1473 1.4756 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5986 1.4083 0.6632 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9248 1.8507 -0.7304 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7162 2.1287 -1.5745 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8325 0.9364 -1.7521 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6300 1.2671 -2.6239 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7877 0.0585 -2.7778 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2227 -0.5234 -1.5271 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3207 0.4538 -0.8395 C 0 0 1 0 0 0 0 0 0 0 0 0 3.7168 -0.1495 0.4266 C 0 0 2 0 0 0 0 0 0 0 0 0 2.7112 -1.2051 0.1104 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4775 -0.3758 -0.2732 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8194 0.9893 0.2253 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7345 1.4552 1.1802 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.5065 1.9654 0.5201 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2133 0.9973 -0.3395 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4619 1.6025 -0.9799 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4772 2.0722 0.0208 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0036 0.9803 0.8927 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7085 -0.1245 0.1817 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8914 0.4633 -0.5709 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6325 -0.6315 -1.3087 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8095 -0.0750 -2.0787 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8334 0.6026 -1.2364 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4921 -0.2441 -0.2050 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2265 -1.4304 -0.7961 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.4437 -2.2733 0.4376 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.5799 -1.8042 1.2907 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.8989 -1.8074 0.5869 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.9609 -1.3148 1.5632 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.2001 -3.1360 0.2435 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.1665 -2.0021 1.1891 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6262 -2.7471 2.0431 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6551 -0.7625 0.7850 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9169 -0.9251 -0.5957 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3430 2.5724 1.8533 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9540 0.8061 1.0434 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0762 1.5368 -0.3852 O 0 0 0 0 0 0 0 0 0 0 0 0 10.1373 -3.6413 1.1701 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0812 -3.6484 2.9751 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7181 -2.9193 2.1037 H 0 0 0 0 0 0 0 0 0 0 0 0 9.8256 -1.0144 2.6009 H 0 0 0 0 0 0 0 0 0 0 0 0 11.4595 -1.8464 2.7743 H 0 0 0 0 0 0 0 0 0 0 0 0 11.6785 -2.0043 0.3634 H 0 0 0 0 0 0 0 0 0 0 0 0 10.1106 -1.1937 0.1022 H 0 0 0 0 0 0 0 0 0 0 0 0 12.5758 -0.0743 1.5623 H 0 0 0 0 0 0 0 0 0 0 0 0 12.0410 0.3951 -0.1206 H 0 0 0 0 0 0 0 0 0 0 0 0 10.5797 0.8711 2.4909 H 0 0 0 0 0 0 0 0 0 0 0 0 11.4428 2.0906 1.4695 H 0 0 0 0 0 0 0 0 0 0 0 0 9.0675 2.2371 1.1751 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9497 0.5119 0.6759 H 0 0 0 0 0 0 0 0 0 0 0 0 10.5574 2.7737 -0.7328 H 0 0 0 0 0 0 0 0 0 0 0 0 10.5191 1.0819 -1.2799 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1416 2.9840 -1.1111 H 0 0 0 0 0 0 0 0 0 0 0 0 9.0995 2.4575 -2.5826 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4118 0.1468 -2.2937 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5604 0.5348 -0.7673 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1415 2.1760 -2.2510 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0543 1.5974 -3.6367 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9520 0.2688 -3.5117 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4039 -0.7123 -3.3255 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7086 -1.4896 -1.7507 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0816 -0.8304 -0.8680 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5144 0.8269 -1.4732 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5102 -0.4647 1.1175 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4517 -1.7249 1.0490 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0109 -1.8852 -0.6986 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5736 -0.8322 0.1873 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4712 -0.3949 -1.3849 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9853 1.7387 -0.5653 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5543 0.6605 1.9094 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3197 2.9541 0.0192 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2046 2.2319 1.3757 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5573 0.1171 0.2327 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6132 0.6195 -1.1976 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1499 2.4558 -1.6437 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9557 0.8903 -1.6681 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9939 2.8437 0.6872 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2956 2.6372 -0.4949 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6908 1.3934 1.6798 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1251 0.5560 1.4495 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1525 -0.7949 0.9726 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5703 0.9022 0.1766 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5504 1.2116 -1.3205 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8934 -1.4189 -0.5951 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8828 -1.0766 -2.0104 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3732 0.7245 -2.7470 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.2323 -0.8208 -2.7815 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3403 1.4744 -0.7498 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5946 1.0329 -1.9159 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2667 0.3785 0.3166 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5642 -2.0269 -1.4655 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.1467 -1.1280 -1.3137 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.5245 -3.3482 0.1714 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.5777 -2.4345 2.2073 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.3076 -0.7691 1.6436 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.8933 -1.2171 -0.3284 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.9424 -1.6685 1.1616 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.7587 -1.6725 2.5770 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.0215 -0.1982 1.5099 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.9654 -3.7348 0.9971 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9634 -1.8855 -0.3846 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3421 3.2948 1.1596 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6397 1.9960 0.3842 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 9 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 1 0 18 19 1 0 19 20 1 0 20 21 1 0 21 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 25 26 1 0 26 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 33 35 1 0 31 36 1 0 36 37 2 0 36 38 1 0 24 39 1 0 18 40 1 0 17 41 1 0 13 42 1 0 41 14 1 0 38 29 1 0 1 43 1 0 1 44 1 0 1 45 1 0 2 46 1 0 2 47 1 0 3 48 1 0 3 49 1 0 4 50 1 0 4 51 1 0 5 52 1 0 5 53 1 0 6 54 1 0 6 55 1 0 7 56 1 0 7 57 1 0 8 58 1 0 8 59 1 0 9 60 1 0 9 61 1 0 10 62 1 0 10 63 1 0 11 64 1 0 11 65 1 0 12 66 1 0 12 67 1 0 13 68 1 6 14 69 1 1 15 70 1 0 15 71 1 0 16 72 1 0 16 73 1 0 17 74 1 6 18 75 1 1 19 76 1 0 19 77 1 0 20 78 1 0 20 79 1 0 21 80 1 0 21 81 1 0 22 82 1 0 22 83 1 0 23 84 1 0 23 85 1 0 24 86 1 0 25 87 1 0 25 88 1 0 26 89 1 0 26 90 1 0 27 91 1 0 27 92 1 0 28 93 1 0 28 94 1 0 29 95 1 0 30 96 1 0 30 97 1 0 31 98 1 0 32 99 1 0 32100 1 0 33101 1 0 34102 1 0 34103 1 0 34104 1 0 35105 1 0 39106 1 0 40107 1 0 42108 1 0 M END

Standard InCHIKey	APSWGNANXYWZHU-NRTXXYNBSA-N
Standard InCHI	InChI=1S/C35H66O7/c1-3-4-5-6-7-8-9-10-11-14-21-31(38)33-23-24-34(42-33)32(39)22-15-12-13-18-29(37)19-16-17-20-30-26-28(25-27(2)36)35(40)41-30/h27-34,36-39H,3-26H2,1-2H3/t27?,28?,29?,30?,31-,32-,33-,34-/m0/s1
SMILES	CCCCCCCCCCCC[C@@H]([C@@H]1CC[C@@H]([C@H](CCCCCC(CCCCC2CC(CC(C)O)C(=O)O2)O)O)O1)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	598.48	Volume:	655.698 ? Van der Waals volume.
Dense:	0.913	LogP:	5.589 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.84 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.841 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	26.0	Rigid Bonds:	11.0
TPSA:	116.45 ? Topological Polar Surface Area.	H-Bond Acceptor:	7.0
H-Bond Donor:	4.0	Rings:	2.0
Heavy Atoms:	7.0

MedChem Properties

QED Drug-Likeness Score:	0.062	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.673	Fsp³:	0.971
MCE-18:	33.043 ? 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:	0	PAINS Alert:	0
Colloidal aggregators:	0.655	Fluc inhibitor:	0.001 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.008 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.037 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.51	Promiscuous compounds:	0.21

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.28	MDCK Permeability:	-4.862
Pgp-inhibitor:	0.0	Pgp-substrate:	0.422
PAMPA:	0.073 ? 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):	0.435
20% Bioavailability (F20%):	0.747	30% Bioavailability (F30%):	0.936
50% Bioavailability (F50%):	0.868

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.004	MRP1:	0.966
Plasma Protein Binding (PPB):	94.845%	Volume Distribution (VD):	0.37
Fu:	4.745% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.0
OATP1B3 inhibitor:	0.785	BCRP inhibitor:	0.183
BSEP inhibitor:	0.759

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.039	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.983	CYP2C9-substrate:	0.001
CYP2D6-inhibitor:	0.163	CYP2D6-substrate:	0.998
CYP3A4-inhibitor:	0.003	CYP3A4-substrate:	0.051
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.971
HLM stability:	0.0 ? 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):

5.165

Half-life (T1/2):

1.159

ADMET: Toxicity

hERG Blockers:	0.357	hERG Blockers (10um):	0.631
Human Hepatotoxicity (H-HT):	0.506	Drug-induced Liver Injury (DILI):	0.036
AMES Toxicity:	0.008	Rat Oral Acute Toxicity:	0.002
Maximum Recommended Daily Dose:	0.281	Skin Sensitization:	0.999
Carcinogencity:	0.047	Eye Corrosion:	0.519
Eye Irritation:	0.973	Respiratory Toxicity:	0.845
Drug-induced Neurotoxicity:	0.005	Ototoxicity:	0.894
Hematotoxicity:	0.064	Drug-induced Nephrotoxicity:	0.838
Genotoxicity:	0.0	RPMI-8226 Immunitoxicity:	0.023
A549 Cytotoxicity:	0.204	Hek293 Cytotoxicity:	0.029
BCF:	1.24 ? 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:	4.919 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	6.145 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	3.769 ? 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
NPO2884	Annona squamosa	Species	Annonaceae	Eukaryota	seeds	n.a.	n.a.	PMID[11141125]
NPO2884	Annona squamosa	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12398544]
NPO2884	Annona squamosa	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18419154]
NPO2884	Annona squamosa	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19296389]
NPO2884	Annona squamosa	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21910504]
NPO2884	Annona squamosa	Species	Annonaceae	Eukaryota	seeds	n.a.	n.a.	PMID[22011319]
NPO2884	Annona squamosa	Species	Annonaceae	Eukaryota	n.a.	seed	n.a.	PMID[22011319]
NPO2884	Annona squamosa	Species	Annonaceae	Eukaryota	Barks	n.a.	n.a.	PMID[2348205]
NPO2884	Annona squamosa	Species	Annonaceae	Eukaryota	n.a.	fruit	n.a.	PMID[8786370]
NPO2884	Annona squamosa	Species	Annonaceae	Eukaryota	bark	n.a.	n.a.	PMID[9214729]
NPO2884	Annona squamosa	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2884	Annona squamosa	Species	Annonaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO2884	Annona squamosa	Species	Annonaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO2884	Annona squamosa	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2884	Annona squamosa	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2884	Annona squamosa	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO2884	Annona squamosa	Species	Annonaceae	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
ED50	4
Ratio ED50	2

Activity Type	# Activity
Cell line	5
Organism	1

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
NPT81	Cell line	A549	Homo sapiens	ED50	=	1.41	10'-1 ug/ml	PMID[2348205]
NPT83	Cell line	MCF7	Homo sapiens	ED50	=	9.89	10'-3 ug/ml	PMID[2348205]
NPT139	Cell line	HT-29	Homo sapiens	ED50	=	2.98	10'-1 ug/ml	PMID[2348205]
NPT83	Cell line	MCF7	Homo sapiens	Ratio ED50	=	100.0	n.a.	PMID[2348205]
NPT140	Organism	Artemia	Artemia	ED50	=	2.7	ug ml-1	PMID[2348205]

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 NPC488234 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	17117
0.1-0.2	30020
0.2-0.3	2374
0.3-0.4	124
0.4-0.5	149
0.5-0.6	45
0.6-0.7	4
0.7-0.8	0
0.8-0.85	7
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8478	Intermediate Similarity	NPC482767
0.8478	Intermediate Similarity	NPC475260
0.8478	Intermediate Similarity	NPC488621
0.8478	Intermediate Similarity	NPC473775
0.8478	Intermediate Similarity	NPC488622
0.8125	Intermediate Similarity	NPC480251
0.8125	Intermediate Similarity	NPC480250
0.7826	Intermediate Similarity	NPC474100
0.7826	Intermediate Similarity	NPC475232
0.7451	Intermediate Similarity	NPC480076
0.7451	Intermediate Similarity	NPC480077
0.72	Intermediate Similarity	NPC475616
0.7059	Intermediate Similarity	NPC473699
0.7059	Intermediate Similarity	NPC51249
0.7	Intermediate Similarity	NPC480078
0.7	Intermediate Similarity	NPC480071
0.6923	Remote Similarity	NPC480075
0.6531	Remote Similarity	NPC480072
0.6207	Remote Similarity	NPC475206
0.6034	Remote Similarity	NPC473791
0.5517	Remote Similarity	NPC258068
0.5517	Remote Similarity	NPC476583
0.5472	Remote Similarity	NPC107986
0.5472	Remote Similarity	NPC223871
0.5472	Remote Similarity	NPC231009
0.5472	Remote Similarity	NPC103284
0.5472	Remote Similarity	NPC100921
0.5472	Remote Similarity	NPC110710
0.5472	Remote Similarity	NPC1083
0.5472	Remote Similarity	NPC475159
0.5472	Remote Similarity	NPC82795
0.5472	Remote Similarity	NPC131002
0.5472	Remote Similarity	NPC286338
0.5472	Remote Similarity	NPC473780
0.5472	Remote Similarity	NPC477018
0.5472	Remote Similarity	NPC603931
0.5472	Remote Similarity	NPC604237
0.5472	Remote Similarity	NPC604521
0.5439	Remote Similarity	NPC20621
0.5439	Remote Similarity	NPC318963
0.5439	Remote Similarity	NPC605101
0.5424	Remote Similarity	NPC477014
0.5424	Remote Similarity	NPC477013
0.537	Remote Similarity	NPC488253
0.537	Remote Similarity	NPC473669
0.537	Remote Similarity	NPC488251
0.5345	Remote Similarity	NPC139418
0.5283	Remote Similarity	NPC606043
0.5273	Remote Similarity	NPC232555
0.5273	Remote Similarity	NPC171174
0.5273	Remote Similarity	NPC182383
0.5273	Remote Similarity	NPC114694
0.5273	Remote Similarity	NPC485248
0.5273	Remote Similarity	NPC142117
0.5273	Remote Similarity	NPC480249
0.5273	Remote Similarity	NPC156804
0.5273	Remote Similarity	NPC485249
0.5273	Remote Similarity	NPC240695
0.5179	Remote Similarity	NPC488632
0.5179	Remote Similarity	NPC477011
0.5088	Remote Similarity	NPC241360
0.5088	Remote Similarity	NPC293136
0.5085	Remote Similarity	NPC473478
0.5085	Remote Similarity	NPC473651
0.5085	Remote Similarity	NPC66346

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC488234 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6156
0.1-0.2	2913
0.2-0.3	80
0.3-0.4	1
0.4-0.5	0
0.5-0.6	0
0.6-0.7	0
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
		NPD

Bioactivity similarity

Similar Natural Products in NPASS

Similarity level is defined by Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.
Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data