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	Citromycetin
	Molecular Formula	C14H10O7
	IUPAC Name*	8,9-dihydroxy-2-methyl-4-oxo-5H-pyrano[3,2-c]chromene-10-carboxylic acid
	SMILES	CC1=CC(=O)C2=C(O1)C3=C(C=C(C(=C3C(=O)O)O)O)OC2
	InChI	InChI=1S/C14H10O7/c1-5-2-7(15)6-4-20-9-3-8(16)12(17)11(14(18)19)10(9)13(6)21-5/h2-3,16-17H,4H2,1H3,(H,18,19)
	InChIKey	PKEPGKZPVDAVKI-UHFFFAOYSA-N
	Synonyms	Citromycetin; 478-60-4; Frequentic acid; NSC53584; NSC 53584; NSC-53584; 6LQ9JP1YA7; 8,9-dihydroxy-2-methyl-4-oxo-5H-pyrano[3,2-c]chromene-10-carboxylic acid; 8,9-Dihydroxy-2-methyl-4-oxo-4H,5H-pyrano[3,2-c]chromene-10-carboxylic acid; 4H,5H-Pyrano[3,2-c][1]benzopyran-10-carboxylicacid, 8,9-dihydroxy-2-methyl-4-oxo-; 8,9-Dihydroxy-2-methyl-4-oxo-4H,5H-pyrano[3,2-c][1]benzopyran-10-carboxylic acid; UNII-6LQ9JP1YA7; BRN 0330020; 8,9-DIHYDROXY-2-METHYL-4-OXO-4H,5H-PYRANO(3,2-C)(1)BENZOPYRAN-10-CARBOXYLIC ACID; Spectrum_000290; SpecPlus_000355; Spectrum5_000777; CITROMYCETIN [MI]; KBioSS_000770; 4-19-00-03953 (Beilstein Handbook Reference); DivK1c_006451; SCHEMBL2137852; ZINC1165; ACon1_002335; KBio1_001395; KBio2_000770; KBio2_003338; KBio2_005906; DTXSID60197283; 4H,5H-Pyrano(3,2-c)(1)benzopyran-10-carboxylic acid, 8,9-dihydroxy-2-methyl-4-oxo-; NCGC00169943-01; HY-116479; CS-0065609; Q15410873; 4H,2-c][1]benzopyran-10-carboxylic acid, 8,9-dihydroxy-2-methyl-4-oxo-
	CAS	478-60-4
	PubChem CID	65029
	ChEMBL ID	NA

*Note: the IUPAC Name was collected from PubChem.

Chemical Classification:	Kingdom: Organic compounds Superclass: Benzenoids Class: Benzene and substituted d Subclass: Benzoic acids and derivat Direct Parent: Salicylic acid and deriva	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:	290.22	ALogp:	1.1
HBD:	3	HBA:	7
Rotatable Bonds:	1	Lipinski's rule of five:	Accepted
Polar Surface Area:	113.0	Aromatic Rings:	3
Heavy Atoms:	21	QED Weighted:	0.689

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability:	-5.554	MDCK Permeability:	0.00000729
Pgp-inhibitor:	0.001	Pgp-substrate:	0.059
Human Intestinal Absorption (HIA):	0.188	20% Bioavailability (F20%):	0.525
30% Bioavailability (F30%):	0.995

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.029	Plasma Protein Binding (PPB):	88.95%
Volume Distribution (VD):	0.742	Fu:	11.64%

ADMET: Metabolism

CYP1A2-inhibitor:	0.058	CYP1A2-substrate:	0.534
CYP2C19-inhibitor:	0.02	CYP2C19-substrate:	0.051
CYP2C9-inhibitor:	0.09	CYP2C9-substrate:	0.079
CYP2D6-inhibitor:	0.023	CYP2D6-substrate:	0.124
CYP3A4-inhibitor:	0.022	CYP3A4-substrate:	0.043

ADMET: Excretion

Clearance (CL):

1.578

Half-life (T1/2):

0.894

ADMET: Toxicity

hERG Blockers:	0.013	Human Hepatotoxicity (H-HT):	0.532
Drug-inuced Liver Injury (DILI):	0.992	AMES Toxicity:	0.251
Rat Oral Acute Toxicity:	0.094	Maximum Recommended Daily Dose:	0.01
Skin Sensitization:	0.296	Carcinogencity:	0.151
Eye Corrosion:	0.003	Eye Irritation:	0.032
Respiratory Toxicity:	0.531

*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
ENC001505		0.597			D07UXP		0.279
ENC003632		0.541			D0K8KX		0.272
ENC004733		0.440			D07MGA		0.269
ENC003635		0.432			D04AIT		0.264
ENC003720		0.400			D0Y7PG		0.261
ENC002865		0.398			D0FA2O		0.253
ENC001518		0.386			D06FVX		0.250
ENC000935		0.372			D0G4KG		0.250
ENC003772		0.372			D06GCK		0.248
ENC002811		0.368			D0G5UB		0.245

*Note: the compound similarity was calculated by RDKIT.