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	Apigenin
	Molecular Formula	C15H10O5
	IUPAC Name*	5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
	SMILES	C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O
	InChI	InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-7,16-18H
	InChIKey	KZNIFHPLKGYRTM-UHFFFAOYSA-N
	Synonyms	apigenin; 520-36-5; 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one; Chamomile; Versulin; 4',5,7-Trihydroxyflavone; Apigenol; Apigenine; Spigenin; C.I. Natural Yellow 1; 5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one; 5,7,4'-Trihydroxyflavone; 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; Pelargidenon 1449; 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-benzopyrone; NSC 83244; 2-(p-Hydroxyphenyl)-5,7-dihydroxychromone; 4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(4-hydroxyphenyl)-; UCCF 031; FLAVONE, 4',5,7-TRIHYDROXY-; CHEBI:18388; CHEMBL28; MFCD00006831; NSC-83244; 8002-66-2; 7V515PI7F6; NSC83244; CAS-520-36-5; DSSTox_CID_2391; DSSTox_RID_76568; DSSTox_GSID_22391; 4',5,7-Trihydroxyflavone;Apigenol;C.I. Natural Yellow 1; SMR000326850; CCRIS 3789; 4′,5,7-Trihydroxyflavone; SR-01000075663; EINECS 208-292-3; BRN 0262620; Pelargidenone; UNII-7V515PI7F6; Chamomile Powder; HSDB 7573; 4der; 4dgm; 4hkk; Naringenin, 18; Prestwick_719; Apigenin, 13; APEGENIN; Tocris-1227; 3cf9; ST056301; APIGENIN [HSDB]; APIGENIN [INCI]; 4',7-Trihydroxyflavone; APIGENIN [MI]; BiomolKI_000078; Prestwick0_000414; Prestwick1_000414; Prestwick2_000414; Prestwick3_000414; Spectrum2_000428; Spectrum3_001882; Spectrum4_001999; Lopac-A-3145; APIGENIN [USP-RS]; APIGENIN [WHO-DD]; BiomolKI2_000082; 4,5, 7-Trihydroxyflavone; PELARGIDENON-1449; CI NATURAL YELLOW 1; Lopac0_000065; Oprea1_622293; SCHEMBL19428; 4',5,7-trihydroxy-Flavone; Apigenin, analytical standard; BSPBio_000368; BSPBio_003384; KBioGR_002565; SPECTRUM200846; 5-18-04-00574 (Beilstein Handbook Reference); MLS000697626; MLS000859991; MLS001074874; MLS006011839; BIDD:ER0135; DivK1c_000798; SCHEMBL222227; SPBio_000416; SPBio_002307; ghl.PD_Mitscher_leg0.1194; BDBM7458; BPBio1_000406; GTPL4136; MEGxp0_000176; UCCF-031; DTXSID6022391; ACon1_002450; cid_5280443; HMS502H20; KBio1_000798; KBio3_002887; NINDS_000798; Bio1_000376; Bio1_000865; Bio1_001354; HMS1569C10; HMS1922P22; HMS2096C10; HMS2230D17; HMS3260M11; HMS3267D21; HMS3373B18; HMS3412A08; HMS3561P09; HMS3655D18; HMS3676A08; HMS3866D03; Apigenin, >=95.0% (HPLC); 4',5,7-Trihydroxyflavone, 97%; BCP28288; HY-N1201; ZINC3871576; Tox21_201542; Tox21_302884; Tox21_500065; Apigenin; 4',5,7-Trihydroxyflavone; BBL010499; CCG-40061; HB0117; HSCI1_000221; LMPK12110005; NSC815095; s2262; STK801630; ZB1873; AKOS002140699; AC-8011; CS-5432; DB07352; LP00065; ND-9076; NSC-815095; SDCCGMLS-0066379.P001; SDCCGSBI-0050053.P003; IDI1_000798; SMP2_000338; Apigenin, >=97% (TLC), from citrus; NCGC00015049-01; NCGC00015049-02; NCGC00015049-03; NCGC00015049-04; NCGC00015049-05; NCGC00015049-06; NCGC00015049-07; NCGC00015049-08; NCGC00015049-09; NCGC00015049-10; NCGC00015049-11; NCGC00015049-12; NCGC00015049-13; NCGC00015049-14; NCGC00015049-15; NCGC00015049-16; NCGC00015049-18; NCGC00015049-28; NCGC00025057-01; NCGC00025057-02; NCGC00025057-03; NCGC00025057-04; NCGC00025057-05; NCGC00025057-06; NCGC00025057-07; NCGC00025057-08; NCGC00025057-09; NCGC00169835-01; NCGC00169835-02; NCGC00169835-03; NCGC00256419-01; NCGC00259092-01; NCGC00260750-01; LY080400; NCI60_041830; SY005957; TS-00897; LY 080400; LY-080400; EU-0100065; FT-0622445; FT-0623582; FT-0662251; SW196866-2; 20A365; A 3145; C01477; K00045; O11338; Apigenin 100 microg/mL in Acetonitrile:Methanol; Apigenin, >=97% (TLC), from parsley, powder; Biochem Biophys Res Comm 212: 767 (1997); EN300-7382221; 5,7-dihydroxy-2-(4-hydroxyphenyl)-chromen-4-one; A828903; APIGENIN (CONSTITUENT OF CHAMOMILE) [DSC]; Apigenin, primary pharmaceutical reference standard; Q424567; 4 inverted exclamation mark ,5,7-trihydroxyflavone; Q-100586; Q-200822; SR-01000075663-1; SR-01000075663-3; SR-01000075663-7; SR-01000075663-8; BRD-K01493881-001-10-4; BRD-K01493881-001-17-9; 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one #; 4H-1-Benzopyran-4-one,7-dihydroxy-2-(4-hydroxyphenyl)-; D50A2D8A-6D8B-4708-B21E-2DE9580D033F; Apigenin, United States Pharmacopeia (USP) Reference Standard
	CAS	520-36-5
	PubChem CID	5280443
	ChEMBL ID	CHEMBL28

*Note: the IUPAC Name was collected from PubChem.

Chemical Classification:	Kingdom: Organic compounds Superclass: Phenylpropanoids and poly Class: Flavonoids Subclass: Flavones Direct Parent: Flavones	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:	270.24	ALogp:	1.7
HBD:	3	HBA:	5
Rotatable Bonds:	1	Lipinski's rule of five:	Accepted
Polar Surface Area:	87.0	Aromatic Rings:	3
Heavy Atoms:	20	QED Weighted:	0.63

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability:	-4.847	MDCK Permeability:	0.00001160
Pgp-inhibitor:	0.004	Pgp-substrate:	0.82
Human Intestinal Absorption (HIA):	0.015	20% Bioavailability (F20%):	0.995
30% Bioavailability (F30%):	0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.012	Plasma Protein Binding (PPB):	97.25%
Volume Distribution (VD):	0.51	Fu:	3.67%

ADMET: Metabolism

CYP1A2-inhibitor:	0.988	CYP1A2-substrate:	0.145
CYP2C19-inhibitor:	0.588	CYP2C19-substrate:	0.051
CYP2C9-inhibitor:	0.602	CYP2C9-substrate:	0.939
CYP2D6-inhibitor:	0.792	CYP2D6-substrate:	0.778
CYP3A4-inhibitor:	0.833	CYP3A4-substrate:	0.126

ADMET: Excretion

Clearance (CL):

7.022

Half-life (T1/2):

0.856

ADMET: Toxicity

hERG Blockers:	0.057	Human Hepatotoxicity (H-HT):	0.072
Drug-inuced Liver Injury (DILI):	0.854	AMES Toxicity:	0.475
Rat Oral Acute Toxicity:	0.057	Maximum Recommended Daily Dose:	0.433
Skin Sensitization:	0.928	Carcinogencity:	0.277
Eye Corrosion:	0.011	Eye Irritation:	0.945
Respiratory Toxicity:	0.266

*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
ENC001534		0.701			D04AIT		0.701
ENC001573		0.696			D0K8KX		0.506
ENC001548		0.676			D06GCK		0.437
ENC001550		0.672			D04XEG		0.360
ENC001771		0.533			D07MGA		0.360
ENC001529		0.506			D06TJJ		0.333
ENC001751		0.488			D03UOT		0.322
ENC001576		0.486			D0R6BI		0.322
ENC001532		0.484			D08LFZ		0.313
ENC002757		0.482			D0J7RK		0.311

*Note: the compound similarity was calculated by RDKIT.