EMNPD

NPs Basic Information
NPs Species Source
NPs Content
NPs Biological Activity
NPs Physi-Chem Properties
NPs ADMET Properties
Similar NPs and Drugs

NPs Basic Information

Download MOL File	Name	Harpagoside
	Molecular Formula	C24H30O11
	IUPAC Name*	[(1S,4aS,5R,7S,7aS)-4a,5-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] (E)-3-phenylprop-2-enoate
	SMILES	C[C@@]1(C[C@H]([C@]2([C@@H]1[C@@H](OC=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)OC(=O)/C=C/C4=CC=CC=C4
	InChI	InChI=1S/C24H30O11/c1-23(35-16(27)8-7-13-5-3-2-4-6-13)11-15(26)24(31)9-10-32-22(20(23)24)34-21-19(30)18(29)17(28)14(12-25)33-21/h2-10,14-15,17-22,25-26,28-31H,11-12H2,1H3/b8-7+/t14-,15-,17-,18+,19-,20-,21+,22+,23+,24-/m1/s1
	InChIKey	KVRQGMOSZKPBNS-FMHLWDFHSA-N
	Synonyms	Harpagoside; 19210-12-9; E-harpagoside; 8KGS1DC5ZU; CHEBI:5625; [(1S,4aS,5R,7S,7aS)-4a,5-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] (E)-3-phenylprop-2-enoate; SMR001233395; UNII-8KGS1DC5ZU; Harpaside; EINECS 242-881-6; Prestwick3_000988; HARPAGOSIDE [INCI]; BSPBio_001055; HARPAGOSIDE [WHO-DD]; MLS002154086; MLS002473324; SCHEMBL893387; BPBio1_001161; CHEMBL516702; MEGxp0_000469; Harpagoside, analytical standard; ACon0_000056; ACon1_000134; DTXSID101032528; HMS2098E17; HMS2231N12; HY-N0396; ZINC8214398; MFCD00017415; s9171; AKOS015896715; CCG-269650; LMPR0102070010; NCGC00179325-01; NCGC00179325-02; NCGC00179325-04; AC-34268; AS-56071; AB00513986; CS-0008931; C09783; H10494; 210H129; A880338; Q-100231; BRD-K07996107-001-01-7; BRD-K07996107-001-03-3; Harpagoside, primary pharmaceutical reference standard; Q25099323; Harpagoside, European Pharmacopoeia (EP) Reference Standard; (1S,4aS,5R,7S,7aS)-4a,5-Dihydroxy-7-methyl-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl cinnamate; (1S,4aS,5R,7S,7aS)-4a,5-dihydroxy-7-methyl-1-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl cinnamate; (1S-(1alpha,4aalpha,5alpha,7alpha(E),7aalpha))-1,4a,5,6,7,7a-Hexahydro-4a,5-dihydroxy-7-methyl-7-((allyl-1-oxo-3-phenyl)oxy)cyclopenta(c)pyran-1-yl-beta-D-glucopyranoside; .BETA.-D-GLUCOPYRANOSIDE, (1S,4AS,5R,7S,7AS)-1,4A,5,6,7,7A-HEXAHYDRO-4A,5-DIHYDROXY-7-METHYL-7-(((2E)-1-OXO-3-PHENYL-2-PROPENYL)OXY)CYCLOPENTA(C)PYRAN-1-YL; NCGC00179325-04_C24H30O11_(1S,4aS,5R,7S,7aS)-1-(beta-D-Glucopyranosyloxy)-4a,5-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl (2E)-3-phenylacrylate
	CAS	19210-12-9
	PubChem CID	5281542
	ChEMBL ID	CHEMBL516702

*Note: the IUPAC Name was collected from PubChem.

Chemical Classification:	Kingdom: Organic compounds Superclass: Lipids and lipid-like mol Class: Prenol lipids Subclass: Terpene glycosides Direct Parent: Iridoid O-glycosides	ClassyFire Version 1.0 PMID:27867422

NPs Species Source

	Endophyte ID	Endophyte Name	Family	Genus	Taxonomy ID	GenBank ID	Closest GenBank ID	Reference
	Endophyte ID	Endophyte Name	Family	Genus	Taxonomy ID	GenBank ID	Closest GenBank ID	Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.

**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

	Bioactivity Name	Target ID	Target Name	Target Type	Target Organism	Target Organism ID	Potency of Bioactivity	Activity Type	Value	Unit	Endophyte ID	Endophyte Name
	Bioactivity Name	Target ID	Target Name	Target Type	Target Organism	Target Organism ID	Potency of Bioactivity	Activity Type	Value	Unit	Endophyte ID	Endophyte Name

NPs Physi-Chem Properties

Molecular Weight:	494.5	ALogp:	-0.6
HBD:	6	HBA:	11
Rotatable Bonds:	7	Lipinski's rule of five:	Rejected
Polar Surface Area:	175.0	Aromatic Rings:	4
Heavy Atoms:	35	QED Weighted:	0.218

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability:	-5.794	MDCK Permeability:	0.00005790
Pgp-inhibitor:	0.001	Pgp-substrate:	0.89
Human Intestinal Absorption (HIA):	0.377	20% Bioavailability (F20%):	0.059
30% Bioavailability (F30%):	0.997

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.119	Plasma Protein Binding (PPB):	58.24%
Volume Distribution (VD):	0.504	Fu:	26.32%

ADMET: Metabolism

CYP1A2-inhibitor:	0.023	CYP1A2-substrate:	0.07
CYP2C19-inhibitor:	0.016	CYP2C19-substrate:	0.178
CYP2C9-inhibitor:	0.006	CYP2C9-substrate:	0.1
CYP2D6-inhibitor:	0.011	CYP2D6-substrate:	0.094
CYP3A4-inhibitor:	0.241	CYP3A4-substrate:	0.066

ADMET: Excretion

Clearance (CL):

1.229

Half-life (T1/2):

0.626

ADMET: Toxicity

hERG Blockers:	0.03	Human Hepatotoxicity (H-HT):	0.203
Drug-inuced Liver Injury (DILI):	0.1	AMES Toxicity:	0.151
Rat Oral Acute Toxicity:	0.226	Maximum Recommended Daily Dose:	0.088
Skin Sensitization:	0.53	Carcinogencity:	0.906
Eye Corrosion:	0.003	Eye Irritation:	0.038
Respiratory Toxicity:	0.981

*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs					Similar Drugs
NPs ID	NPs 2D Structure	Similarity Score			TTD ID	Drug 2D Structure	Similarity Score
ENC005608		0.391			D06BQU		0.369
ENC003351		0.390			D0T5BC		0.336
ENC002269		0.358			D02HYK		0.297
ENC004291		0.354			D0YV1Q		0.285
ENC005528		0.328			D0PI3Z		0.280
ENC002582		0.315			D0Y3MO		0.275
ENC002949		0.310			D04RYU		0.270
ENC004475		0.307			D0N0EQ		0.269
ENC004476		0.302			D01TNW		0.268
ENC003397		0.301			D0H3KI		0.267

*Note: the compound similarity was calculated by RDKIT.