BERGAPTEN


Synonyms	5-methoxypsoralen Bergaptan Bergapten Bergaptene Geralen Heraclin Majudin Methoxsalen related compound a NSC-95437
Status
Molecule Category	Free-form
ATC	D05BA03
UNII	4FVK84C92X
EPA CompTox	DTXSID1025560


InChI Key	BGEBZHIAGXMEMV-UHFFFAOYSA-N
Smiles	COc1c2ccoc2cc2oc(=O)ccc12
InChI	InChI=1S/C12H8O4/c1-14-12-7-2-3-11(13)16-10(7)6-9-8(12)4-5-15-9/h2-6H,1H3

Property Name	Value
Molecular Formula	C12H8O4
Molecular Weight	216.19
AlogP	2.55
Hydrogen Bond Acceptor	4.0
Number of Rotational Bond	1.0
Polar Surface Area	52.58
Molecular species	NEUTRAL
Aromatic Rings	3.0
Heavy Atoms	16.0

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A1	-	80	-	60	68-91
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A2	-	90	-	60	73
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1B Cytochrome P450 1B1	-	-	-	-	20
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19	-	-	-	-	5
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9	-	-	-	-	4
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6	-	-	-	-	9
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4	-	-	-	-	3
Enzyme Hydrolase	-	-	-	-	10.3-21.32
Enzyme Phosphatase Protein Phosphatase Tyrosine protein phosphatase	-	-	-	-	98.36
Enzyme Protease Aspartic protease Aspartic protease AA clan Aspartic protease A1A subfamily	-	-	-	-
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides	-	-	-	-	93.84-97.44

	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Cricetulus griseus	-	-	-	-	93.84-97.44
Electrophorus electricus	-	-	-	-	21.32
Equus caballus	-	-	-	-	10.3
Homo sapiens	-	80-900	-	60-60	-6-98.36
Mus musculus	-	-	-	-	49
Rattus norvegicus	-	-	-	-	23
Salmonella enterica subsp. enterica serovar Typhimurium	-	-	-	-	0-75

Header

Compound Name

Maximum Phase

Compound Structure

Smile

Inchi

InchiKey

Compound Properties

Molecular Formula

Molecular Weight

ALogP

PSA

Resources	Reference
ChEBI	18293
ChEMBL	CHEMBL24171
DrugBank	DB12216
DrugCentral	3021
FDA SRS	4FVK84C92X
Human Metabolome Database	HMDB0030637
KEGG	C01557
PubChem	2355
SureChEMBL	SCHEMBL50066
ZINC	ZINC000000057731

EcoDrug+ was developed under the PREMIER Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information EcoDrug+ contains.

Elements of EcoDrug+ were developed under the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT Center for Science Ltd is thanked for providing computational resources. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).

Content of EcoDrug+ is provided without guarantee for correctness.

Cite Us:

Ashenafi Legehar, Siobhán Monaghan, Mael Briand, Akseli Niemelä, Leo Ghemtio, Ziaurrehman Tanoli, A Ross Brown, Charles R Tyler, Henri Xhaard, EcoDrug PLUS: an advanced database for drug target conservation analysis and environmental risk assessment, Nucleic Acids Research, 2025, gkaf1251 Read...

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Last update: Monday, 3 November 2025

BERGAPTEN

Structure

Physicochemical Descriptors

Pharmacology

Related Entries

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