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	Versicolorin B
	Molecular Formula	C18H12O7
	IUPAC Name*	(4S,8R)-2,16,18-trihydroxy-7,9-dioxapentacyclo[10.8.0.03,10.04,8.014,19]icosa-1,3(10),11,14(19),15,17-hexaene-13,20-dione
	SMILES	C1CO[C@H]2[C@@H]1C3=C(O2)C=C4C(=C3O)C(=O)C5=C(C4=O)C=C(C=C5O)O
	InChI	InChI=1S/C18H12O7/c19-6-3-8-12(10(20)4-6)16(22)14-9(15(8)21)5-11-13(17(14)23)7-1-2-24-18(7)25-11/h3-5,7,18-20,23H,1-2H2/t7-,18+/m0/s1
	InChIKey	BABJNKGTTYCTOO-ULCDLSAGSA-N
	Synonyms	Versicolorin B; Versicolorin C; 4331-22-0; 6A6V34KGOC; 16049-49-3; W81KF41T35; Anthra(2,3-b)furo(3,2-d)furan-5,10-dione, 2,3,3a,12a-tetrahydro-4,6,8-trihydroxy-, (3aS,12aR)-; Anthra(2,3-b)furo(3,2-d)furan-5,10-dione, 2,3,3a,12a-tetrahydro-4,6,8-trihydroxy-, (3aR,12aS)-rel-; Anthra(2,3-b)furo(3,2-d)furan-5,10-dione, 2,3,3a,12a-tetrahydro-4,6,8-trihydroxy-, (3aS-cis)-; (3aS,12aR)-4,6,8-trihydroxy-2,3,3a,12a-tetrahydroanthra[2,3-b]furo[3,2-d]furan-5,10-dione; UNII-6A6V34KGOC; UNII-W81KF41T35; (4S,8R)-2,16,18-trihydroxy-7,9-dioxapentacyclo[10.8.0.03,10.04,8.014,19]icosa-1,3(10),11,14(19),15,17-hexaene-13,20-dione; Anthra(2,3-b)furo(3,2-d)furan-5,10-dione, 2,3,3a,12a-tetrahydro-4,6,8-trihydroxy-, cis-(+-)-; (+/-)-VERSICOLORIN B; CHEMBL4744009; CHEBI:72674; DTXSID50936320; VERSICOLORIN B, (+/-)-; C20575; Q27140066; ANTHRA(2,3-B)FURO(3,2-D)FURAN-5,10-DIONE, 2,3,3A,12A-TETRAHYDRO-4,6,8-TRIHYDROXY-, CIS-(+/-)-; ANTHRA(2,3-B)FURO(3,2-D)FURAN-5,10-DIONE, 2,3,3A,12A-TETRAHYDRO-4,6,8-TRIHYDROXY-, CIS-(-)-; Anthra[2,3-b]furo[3,2-d]furan-5,10-dione, 2,3,3a,12a-tetrahydro-4,6,8-trihydroxy-, cis-(.+/-.)-
	CAS	4331-22-0
	PubChem CID	107849
	ChEMBL ID	CHEMBL4744009

*Note: the IUPAC Name was collected from PubChem.

Chemical Classification:	Kingdom: Organic compounds Superclass: Benzenoids Class: Anthracenes Subclass: Anthraquinones Direct Parent: Hydroxyanthraquinones	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:	340.3	ALogp:	2.3
HBD:	3	HBA:	7
Rotatable Bonds:	0	Lipinski's rule of five:	Accepted
Polar Surface Area:	113.0	Aromatic Rings:	5
Heavy Atoms:	25	QED Weighted:	0.576

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability:	-5.309	MDCK Permeability:	0.00000761
Pgp-inhibitor:	0.006	Pgp-substrate:	0.003
Human Intestinal Absorption (HIA):	0.714	20% Bioavailability (F20%):	0.084
30% Bioavailability (F30%):	0.989

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.003	Plasma Protein Binding (PPB):	93.80%
Volume Distribution (VD):	0.555	Fu:	16.87%

ADMET: Metabolism

CYP1A2-inhibitor:	0.939	CYP1A2-substrate:	0.203
CYP2C19-inhibitor:	0.048	CYP2C19-substrate:	0.052
CYP2C9-inhibitor:	0.651	CYP2C9-substrate:	0.755
CYP2D6-inhibitor:	0.122	CYP2D6-substrate:	0.251
CYP3A4-inhibitor:	0.082	CYP3A4-substrate:	0.026

ADMET: Excretion

Clearance (CL):

8.217

Half-life (T1/2):

0.834

ADMET: Toxicity

hERG Blockers:	0.003	Human Hepatotoxicity (H-HT):	0.11
Drug-inuced Liver Injury (DILI):	0.973	AMES Toxicity:	0.464
Rat Oral Acute Toxicity:	0.046	Maximum Recommended Daily Dose:	0.839
Skin Sensitization:	0.928	Carcinogencity:	0.405
Eye Corrosion:	0.003	Eye Irritation:	0.897
Respiratory Toxicity:	0.139

*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
ENC003823		0.795			D07MGA		0.337
ENC002434		0.659			D0K8KX		0.300
ENC001429		0.629			D0AZ8C		0.282
ENC003182		0.629			D04AIT		0.280
ENC004746		0.618			D01XDL		0.273
ENC000864		0.600			D01XWG		0.272
ENC000935		0.541			D0T8EH		0.266
ENC000094		0.531			D07VLY		0.266
ENC001058		0.512			D0C9XJ		0.266
ENC004539		0.510			D01UBX		0.251

*Note: the compound similarity was calculated by RDKIT.