5,4'-dihydroxy-6-(3"'-methylbut-2"'-enyl)-2"-hydroxyisopropyl dihydrofurano [4",5":8,7] isoflavone - Compound Card

5,4'-dihydroxy-6-(3"'-methylbut-2"'-enyl)-2"-hydroxyisopropyl dihydrofurano [4",5":8,7] isoflavone

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5,4'-dihydroxy-6-(3"'-methylbut-2"'-enyl)-2"-hydroxyisopropyl dihydrofurano [4",5":8,7] isoflavone

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
Canonical Smiles CCC(C(O)(C)C)Oc1c2OCC(C(=O)c2c(c(c1OC(C(O)(C)C)CC)CC=C(C)C)O)c1ccc(c(c1)CC=C(C)C)O
InChI InChI=1S/C37H52O8/c1-11-28(36(7,8)41)44-33-25(17-14-22(5)6)31(39)30-32(40)26(23-16-18-27(38)24(19-23)15-13-21(3)4)20-43-34(30)35(33)45-29(12-2)37(9,10)42/h13-14,16,18-19,26,28-29,38-39,41-42H,11-12,15,17,20H2,1-10H3
InChIKey HKXLSVSZFPSRHL-UHFFFAOYSA-N
Formula C37H52O8
HBA 8
HBD 4
MW 624.82
Rotatable Bonds 13
TPSA 125.68
LogP 7.33
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 45
Formal Charge 0
Fraction CSP3 0.54
Exact Mass 624.37
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Erythrina lysistemon Leguminosae/Fabaceae Plantae 347910

Showing of synonyms

  • El-Masry S, Amer ME, et al. (2002). Prenylated flavonoids of Erythrina lysistemon grown in Egypt. Phytochemistry,2002,60(8),783-787. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)OCC(C2=O)c3ccccc3

Level: 1

Mol. Weight: 624.82 g/mol

Structure

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 624.82 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 624.82 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.14
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.91
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
5.51

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.07
Plasma Protein Binding
57.3
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
9.94
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.02
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.29
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
8.51
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-12765.54
Rat (Acute)
2.42
Rat (Chronic Oral)
2.45
Fathead Minnow
35.88
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
350.61
Hydration Free Energy
-2.93
Log(D) at pH=7.4
4.43
Log(P)
8.16
Log S
-6.26
Log(Vapor Pressure)
-14.63
Melting Point
154.65
pKa Acid
8.19
pKa Basic
5.76
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8384
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8384
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8357
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8357
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7975
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7975
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7864
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7864
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7617
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7617
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7577
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7577
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7515
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7515
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7466
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7466
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7461
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7461
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7437
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7437
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7303
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7303
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.7125
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.7125
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7065
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7065
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7014
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7014
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7010
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7010

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