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	Citrinin
	Molecular Formula	C13H14O5
	IUPAC Name*	(3R,4S)-6-hydroxy-3,4,5-trimethyl-8-oxo-3,4-dihydroisochromene-7-carboxylic acid
	SMILES	C[C@@H]1[C@H](OC=C2C1=C(C(=C(C2=O)C(=O)O)O)C)C
	InChI	InChI=1S/C13H14O5/c1-5-7(3)18-4-8-9(5)6(2)11(14)10(12(8)15)13(16)17/h4-5,7,14H,1-3H3,(H,16,17)/t5-,7-/m1/s1
	InChIKey	CBGDIJWINPWWJW-IYSWYEEDSA-N
	Synonyms	citrinin; 518-75-2; (-)-citrinin; Citriain; (3R,4S)-4,6-Dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-3H-2-benzopyran-7-carboxylic acid; 4,6-Dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-3H-2-benzopyran-7-carboxylic acid; NSC186; 3H-2-Benzopyran-7-carboxylic acid, 4,6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-, (3R-trans)-; 3S697X6SNZ; CHEBI:48707; NSC-186; (3R,4S)-6-hydroxy-3,4,5-trimethyl-8-oxo-3,4-dihydroisochromene-7-carboxylic acid; (3R,4S)-8-hydroxy-3,4,5-trimethyl-6-oxo-4,6-dihydro-3H-isochromene-7-carboxylic acid; (3R-trans)-4,6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-3H-2-benzopyran-7-carboxylic acid; Citrinin 100 microg/mL in Acetonitrile; 3H-2-Benzopyran-7-carboxylic acid, 4,6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-, (3R,4S)-; (3R,4S)-8-hydroxy-3,4,5-trimethyl-6-oxo-3,4-dihydroisochromene-7-carboxylic acid; CCRIS 175; HSDB 3473; EINECS 208-257-2; BRN 0088597; UNII-3S697X6SNZ; 3,4-Dihydro-8-hydroxy-3,4,5-trimethyl-6H-6-oxobenzo(c)pyran-7-carboxylic acid; MFCD00006912; Citrinin, 98%; Spectrum_000451; CITRININ [HSDB]; CITRININ [IARC]; CITRININ [MI]; Spectrum2_000734; Spectrum3_000240; Spectrum4_001804; Spectrum5_000507; BSPBio_001919; KBioGR_002411; KBioSS_000931; SPECTRUM210186; 5-18-09-00061 (Beilstein Handbook Reference); DivK1c_000646; SCHEMBL157775; SPBio_000688; DTXSID8020333; HMS502A08; KBio1_000646; KBio2_000931; KBio2_003499; KBio2_006067; KBio3_001419; NINDS_000646; HMS1923C05; CCG-39048; ZINC19795941; AKOS030254668; SDCCGMLS-0066537.P001; IDI1_000646; NCGC00160164-01; NCGC00160164-02; NCGC00160164-03; NCI60_001544; E80637; Q420354; SR-05000002496; WLN: T66 CO HV AUT&J D1 E1 G1 IVQ JQ; SR-05000002496-1; Citrinin, from Penicillium citrinum, >=98% (HPLC); Q63392265; (3R,4S)-3,4,5-Trimethyl-6-hydroxy-8-oxo-4,8-dihydro-3H-2-benzopyran-7-carboxylic acid; (3R,4S)-6-hydroxy-3,4,5-trimethyl-8-oxo-4,8-dihydro-3H-2-benzopyran-7-carboxylic acid; 3H-2-Benzopyran-7-carboxylic acid, 4,6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-; 8-Hydroxy-3,4,5-trimethyl-6-oxo-4,6-dihydro-3H-isochromene-7-carboxylic acid #; 3H-2-Benzopyran-7-carboxylic acid, 4,6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-,(3R,4S)-; 3H-2-Benzopyran-7-carboxylic acid,6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-, (3R-trans)-; 4,6-Dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo, (3R-trans)-3H-2-benzopyran-7-carboxylic acid
	CAS	518-75-2
	PubChem CID	54680783
	ChEMBL ID	CHEMBL510139

*Note: the IUPAC Name was collected from PubChem.

Chemical Classification:	Kingdom: Organic compounds Superclass: Organoheterocyclic compou Class: Benzopyrans Subclass: No Rank at Level Subclass Direct Parent: Benzopyrans	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:	250.25	ALogp:	1.7
HBD:	2	HBA:	5
Rotatable Bonds:	1	Lipinski's rule of five:	Accepted
Polar Surface Area:	83.8	Aromatic Rings:	2
Heavy Atoms:	18	QED Weighted:	0.697

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability:	-5.628	MDCK Permeability:	0.00000230
Pgp-inhibitor:	0	Pgp-substrate:	0.018
Human Intestinal Absorption (HIA):	0.018	20% Bioavailability (F20%):	0.004
30% Bioavailability (F30%):	0.003

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.037	Plasma Protein Binding (PPB):	93.77%
Volume Distribution (VD):	0.949	Fu:	6.20%

ADMET: Metabolism

CYP1A2-inhibitor:	0.227	CYP1A2-substrate:	0.571
CYP2C19-inhibitor:	0.033	CYP2C19-substrate:	0.061
CYP2C9-inhibitor:	0.065	CYP2C9-substrate:	0.167
CYP2D6-inhibitor:	0.03	CYP2D6-substrate:	0.125
CYP3A4-inhibitor:	0.051	CYP3A4-substrate:	0.067

ADMET: Excretion

Clearance (CL):

1.593

Half-life (T1/2):

0.888

ADMET: Toxicity

hERG Blockers:	0.007	Human Hepatotoxicity (H-HT):	0.598
Drug-inuced Liver Injury (DILI):	0.984	AMES Toxicity:	0.402
Rat Oral Acute Toxicity:	0.217	Maximum Recommended Daily Dose:	0.025
Skin Sensitization:	0.367	Carcinogencity:	0.953
Eye Corrosion:	0.004	Eye Irritation:	0.336
Respiratory Toxicity:	0.872

*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
ENC002338		0.554			D0S0LZ		0.236
ENC000945		0.391			D0K7LU		0.231
ENC003584		0.309			D07JGT		0.224
ENC004363		0.309			D0JL2K		0.216
ENC001362		0.305			D08NQZ		0.213
ENC004391		0.305			D0YH0N		0.212
ENC000670		0.290			D0B9EJ		0.211
ENC003525		0.290			D0X9ZC		0.211
ENC004991		0.290			D0R6RC		0.209
ENC004969		0.290			D0J2NK		0.209

*Note: the compound similarity was calculated by RDKIT.