5-methyldihydroflavasperone - Compound Card

5-methyldihydroflavasperone

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5-methyldihydroflavasperone

Structure
Zoomed Structure
  • Family: Plantae - Combretaceae
  • Kingdom: Plantae
  • Class: Naphthalene Derivative
    • Subclass: Naphthopyran
Canonical Smiles COc1cc2cc(OC)c3c(c2c(c1)OC)OC(CC3=O)C
InChI InChI=1S/C17H18O5/c1-9-5-12(18)16-13(20-3)7-10-6-11(19-2)8-14(21-4)15(10)17(16)22-9/h6-9H,5H2,1-4H3
InChIKey KMQISPFVNHMMQP-UHFFFAOYSA-N
Formula C17H18O5
HBA 5
HBD 0
MW 302.33
Rotatable Bonds 3
TPSA 53.99
LogP 3.22
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.35
Exact Mass 302.12
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Guiera senegalensis Combretaceae Plantae 578546

Showing of synonyms

  • Mahmoud EHN, Khalid SA (1997). 5-methyldihydroflavasperone, a dihydronaphthopyran from Guiera sengalensis. Phytochemistry,1997,46(4),793-794. [View]
Pubchem: 85759681

No compound-protein relationship available.

Structure

SMILES: O1CCC(=O)c(c1c23)ccc2cccc3

Level: 0

Mol. Weight: 302.33 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.59
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.530
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.14

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.040
Plasma Protein Binding
54.27
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
5.510
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.630
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.440
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.600
Micronucleos
Safe
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
3.790
Rat (Acute)
2.460
Rat (Chronic Oral)
2.100
Fathead Minnow
4.830
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
402.750
Hydration Free Energy
-8.860
Log(D) at pH=7.4
2.500
Log(P)
3.29
Log S
-4.52
Log(Vapor Pressure)
-5.94
Melting Point
127.82
pKa Acid
10.27
pKa Basic
4.13
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9329
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9329
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9329
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9329
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9265
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9265
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8801
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8801
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.8653
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.8653
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8220
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8220
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8208
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8208
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8103
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8103
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7887
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7887
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7598
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7598
Orotidine 5'-phosphate decarboxylase Q5L0U0 PYRF_GEOKA Geobacillus kaustophilus 3 0.7573
Orotidine 5'-phosphate decarboxylase Q5L0U0 PYRF_GEOKA Geobacillus kaustophilus 3 0.7573
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7533
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7533
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7514
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7514
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7514
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7514
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7485
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7485
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7459
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7459
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7430
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7430
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7424
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7424
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7407
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7407
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 2 0.7402
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 2 0.7402
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7306
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7306
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7288
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7288
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7252
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7252
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7246
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7246
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7229
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7229
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7229
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7229
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7176
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7176
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7161
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7161
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7113
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7113
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7068
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7068
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7060
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7060
Cyclin-dependent kinase 8 P49336 CDK8_HUMAN Homo sapiens 3 0.7046
Cyclin-dependent kinase 8 P49336 CDK8_HUMAN Homo sapiens 3 0.7046

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