UCSF

ZINC00057731

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
July 23rd, 2004 16 Yes

Popular Name: Bergapten Bergapten

Find On: PubMed — Wikipedia — Google

CAS Numbers: 484-20-8 , [484-20-8]

Other Names:

4-Methoxy-7H-furo(3,2-g)(1)benzopyran-7-one; 4-methoxy-7H-furo[3,2-g]chromen-7-one; 5-Methoxy psoralen; 5-Methoxy-6,7-furanocoumarin; 5-Methoxyfuranocoumarin; 5-Methoxypsoralen; 5-Methoxypsoralen with ultraviolet A therapy; 5-Mop; 6-Hydroxy-4-methoxy-5-be

4-Methoxy-7H-furo(3,2-g)(1)benzopyran-7-one; 5-Methoxy psoralen; 5-Methoxy-6,7-furanocoumarin; 5-Methoxypsoralen; 5-Methoxypsoralen with ultraviolet A therapy; 5-Mop; 6-Hydroxy-4-methoxy-5-benzofuranacrylic acid, gamma-lactone; 7H-Furo(3,2-g)(1)benzopyran

4-Methoxy-7H-Furo(3,2-g)(1)benzopyran-7-one;4-Methoxy-7H-furo(3,2-g)(1)benzopyran-7-one;4-Methoxy-7H-furo[3,2-g]benzopyran-7-one;4-Methoxy-7H-furo[3,2-g]chromen-7-one;4-Methoxy-7H-Furo[3,2-g][1]benzopyran-7-one;4-Methoxy-furo[3,2-g]chromen-7-one;4-Methoxy

4-Methoxy-7H-furo[3,2-g]chromen-7-one

4-methoxy-7H-furo[3,2-g][1]benzopyran-7-one; 5-methoxypsoralene; Bergaptene; Heraclin; Majudin

4-Methoxy-furo[3,2-g]chromen-7-one

4-METHOXYFURO[3,2-G]BENZOPYRAN-7-ONE

4-Methoxyfuro[3,2-g]benzopyrane-7-one

4-Methoxyfuro[3,2-g]benzopyrane-7-one, Bergapten

484-20-8; 5-Methoxyfuranocoumarin; 5-Methoxypsoralen; Bergapten; C01557; O-Methylbergaptol

484-20-8; 5-methoxyfuranocoumarin; 5-methoxypsoralen; O-methylbergaptol; bergapten

484-20-8; Bergapten; Bergaptene (DCF); D07521; Pentaderm (TN)

5-METHOXYPSORALEN

Bergapten [484-20-8]; (5-Methoxypsoralen)

BRD-K12968785-001-02-6

BRD-K12968785-001-03-4

CHEBI:18235; CHEBI:2087; CHEBI:12142; CHEBI:20599; CHEBI:21959; CHEBI:3067; CHEBI:12714

Heraclin

LS-191639

Majudin

MFCD00010272

N/A

NA

PSORADERM-5

QB-0865

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 2.28 5.76 -10.08 0 4 0 53 216.192 1 ↓

Vendor Notes

Note Type Comments Provided By
biological_source Major constit. of bergamot oil (Citrus bergamia), also from Heracleum giganteum and Ammi majus. Widely distributed in the Rutaceae and Umbelliferae ZereneX Building Blocks
MP 188o C Indofine
MP 191 TCI
Purity 95% Fluorochem
UniProt Database Links ANGS_PASSA; CP6B3_PAPPO; CP6B4_PAPGL ChEBI
biological_use Antihistamine agent IBScreen Bioactives
biological_use Antiinflammatory IBScreen Bioactives
biological_use Antipsoriatic IBScreen Bioactives
therap antipsoriatic, antiinflammatory MicroSource World Drugs
Therapy antipsoriatic, antiinflammatory, platelet aggregation inhibitor SMDC Pharmakon
biological_use Antipsoriatic IBScreen Bioactives
Target DNA/RNA Synthesis Selleck Chemicals
Patent Database Links EP1674095; US2008058418 ChEBI
Target Others Selleck Chemicals
mechanism Radiosensitizer IBScreen Bioactives
biological_use Show spasmolytic props IBScreen Bioactives
SOLUBILITY Soluble in Chloroform Indofine
mechanism Spasmolytic IBScreen Bioactives IBScreen Bioactives
biological_use Used in the treatment of vitiligo IBScreen Bioactives
APPEARANCE White powder Indofine
M.P ~188 C Indofine

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
Z80156-12-O HL-60 (Promyeloblast Leukemia Cells) (cluster #12 Of 12), Other Other 3350 0.48 Functional ≤ 10μM
Z80164-6-O HT-1080 (Fibrosarcoma Cells) (cluster #6 Of 6), Other Other 900 0.53 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
Z80156 Z80156 HL-60 (Promyeloblast Leukemia Cells) 3350 0.48 Functional ≤ 10μM
Z80164 Z80164 HT-1080 (Fibrosarcoma Cells) 1800 0.50 Functional ≤ 10μM

Analogs ( Draw Identity 99% 90% 80% 70% )