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	Nobiletin
	Molecular Formula	C21H22O8
	IUPAC Name*	2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxychromen-4-one
	SMILES	COC1=C(C=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C(=C3OC)OC)OC)OC)OC
	InChI	InChI=1S/C21H22O8/c1-23-13-8-7-11(9-15(13)24-2)14-10-12(22)16-17(25-3)19(26-4)21(28-6)20(27-5)18(16)29-14/h7-10H,1-6H3
	InChIKey	MRIAQLRQZPPODS-UHFFFAOYSA-N
	Synonyms	Nobiletin; 478-01-3; Hexamethoxyflavone; 3',4',5,6,7,8-Hexamethoxyflavone; 5,6,7,8,3',4'-Hexamethoxyflavone; 2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxychromen-4-one; 2-(3,4-Dimethoxyphenyl)-5,6,7,8-tetramethoxy-4H-1-benzopyran-4-one; NSC-76751; 2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxy-4H-chromen-4-one; D65ILJ7WLY; 4H-1-Benzopyran-4-one, 2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxy-; CHEMBL76447; Nobiletin (Hexamethoxyflavone); CHEBI:7602; NSC76751; NSC-618903; Flavone, 5,6,7,8,3',4'-hexamethoxy; SMR000156231; CCRIS 9012; UNII-D65ILJ7WLY; NSC 76751; MFCD03273560; CPD000156231; Nobiletin, >=97%; NOBILETIN [INCI]; Spectrum2_001697; Spectrum3_000921; Spectrum4_001020; NOBILETIN [USP-RS]; KBioGR_001519; MLS000574877; MLS000759462; MLS000877030; MLS001424129; Nobiletin, analytical standard; SCHEMBL244029; SPECTRUM1505268; SPBio_001654; MEGxp0_000930; ACon1_000921; KBio3_001922; DTXSID30197275; 2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxy-chromen-4-one; HMS2051D09; HMS2234A09; HMS3373C14; HMS3393D09; HMS3651G20; HEXAMETHOXYFLAVONE [WHO-DD]; HY-N0155; ZINC1531669; 3'4'5,6,7,8-Hexamethoxyflavone; BDBM50338976; CCG-38781; LMPK12111468; NSC618903; STL565829; AKOS015965334; NOBILETIN, 20% (Technical Grade); AC-1023; CS-5518; NC00186; SDCCGMLS-0066776.P001; NCGC00095703-01; NCGC00095703-02; NCGC00095703-06; NCGC00169228-01; 5,6,7,8,3'',4''-hexamethoxyflavone; AS-17452; NCI60_041691; DB-050181; FT-0686667; N0871; S2333; SW197566-2; A827343; FLAVONE, 3',4',5,6,7,8-HEXAMETHOXY-; SR-01000712262; Q-100511; Q2402963; SR-01000712262-5; BRD-K06753942-001-02-0; 2-(3,4-Dimethoxy-phenyl)-5,6,7,8-tetramethoxy-chromen-4-one; 4,5,6,7,8,9,10,11,12,13-decahydrocyclododeca[d]oxazole; 4H-1-Benzopyran-4-one,4-dimethoxyphenyl)-5,6,7,8-tetramethoxy-; 2-(3,4-Dimethoxyphenyl)-5,6,7,8-tetramethoxy-4H-1-benzopyran-4-one, 9CI; 3 inverted exclamation mark ,4 inverted exclamation mark ,5,6,7,8-HEXAMETHOXYFLAVONE
	CAS	478-01-3
	PubChem CID	72344
	ChEMBL ID	CHEMBL76447

*Note: the IUPAC Name was collected from PubChem.

Chemical Classification:	Kingdom: Organic compounds Superclass: Phenylpropanoids and poly Class: Flavonoids Subclass: O-methylated flavonoids Direct Parent: 8-O-methylated flavonoids	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:	402.4	ALogp:	3.0
HBD:	0	HBA:	8
Rotatable Bonds:	7	Lipinski's rule of five:	Accepted
Polar Surface Area:	81.7	Aromatic Rings:	3
Heavy Atoms:	29	QED Weighted:	0.58

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability:	-4.518	MDCK Permeability:	0.00002380
Pgp-inhibitor:	0.999	Pgp-substrate:	0
Human Intestinal Absorption (HIA):	0.013	20% Bioavailability (F20%):	0.001
30% Bioavailability (F30%):	0.006

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.087	Plasma Protein Binding (PPB):	68.59%
Volume Distribution (VD):	0.93	Fu:	30.21%

ADMET: Metabolism

CYP1A2-inhibitor:	0.2	CYP1A2-substrate:	0.988
CYP2C19-inhibitor:	0.518	CYP2C19-substrate:	0.904
CYP2C9-inhibitor:	0.619	CYP2C9-substrate:	0.913
CYP2D6-inhibitor:	0.002	CYP2D6-substrate:	0.922
CYP3A4-inhibitor:	0.533	CYP3A4-substrate:	0.846

ADMET: Excretion

Clearance (CL):

4.605

Half-life (T1/2):

0.372

ADMET: Toxicity

hERG Blockers:	0.331	Human Hepatotoxicity (H-HT):	0.07
Drug-inuced Liver Injury (DILI):	0.915	AMES Toxicity:	0.202
Rat Oral Acute Toxicity:	0.326	Maximum Recommended Daily Dose:	0.02
Skin Sensitization:	0.23	Carcinogencity:	0.052
Eye Corrosion:	0.003	Eye Irritation:	0.043
Respiratory Toxicity:	0.031

*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
ENC000829		0.460			D06GCK		0.552
ENC005880		0.445			D02LZB		0.422
ENC001772		0.433			D09DHY		0.404
ENC001751		0.431			D0G4KG		0.371
ENC002760		0.421			D01FFA		0.351
ENC001405		0.415			D0NJ3V		0.348
ENC001571		0.398			D0Y7TS		0.325
ENC005522		0.393			D04TDQ		0.310
ENC001403		0.387			D0R0FE		0.295
ENC005936		0.378			D0A8FB		0.295

*Note: the compound similarity was calculated by RDKIT.