5-OH-3-methylnaphtho[2-3-c]furan-4(9H)-one - Compound Card

5-OH-3-methylnaphtho[2-3-c]furan-4(9H)-one

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5-OH-3-methylnaphtho[2-3-c]furan-4(9H)-one

Structure
Zoomed Structure
  • Family: Asphodelaceae
  • Kingdom: Plantae
  • Class: Naphthalene Derivative
Canonical Smiles OC1=CC=CC2C1C(=O)c1c(C2)coc1C
InChI InChI=1S/C13H12O3/c1-7-11-9(6-16-7)5-8-3-2-4-10(14)12(8)13(11)15/h2-4,6,8,12,14H,5H2,1H3
InChIKey JFHFARORMJJHHZ-UHFFFAOYSA-N
Formula C13H12O3
HBA 3
HBD 1
MW 216.24
Rotatable Bonds 0
TPSA 50.44
LogP 2.57
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 16
Formal Charge 0
Fraction CSP3 0.31
Exact Mass 216.08
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Aloe ferox Asphodelaceae Plantae 117798

Showing of synonyms

  • Dagne E. (1996). Review of the chemistry of Aloes of Africa. Bulletin of the Chemical Society of Ethiopia,1996,10(1),89-103. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1occ(c12)CC3C(C2=O)C=CC=C3

Level: 0

Mol. Weight: 186.21 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.82
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.170
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.48

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.900
Plasma Protein Binding
27.75
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
6.030
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.900
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.300
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.020
Micronucleos
Toxic
NR-AhR
Safe
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
4.050
Rat (Acute)
2.540
Rat (Chronic Oral)
2.560
Fathead Minnow
4.140
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
334.220
Hydration Free Energy
-9.190
Log(D) at pH=7.4
1.620
Log(P)
2.49
Log S
-2.63
Log(Vapor Pressure)
-6.71
Melting Point
140.78
pKa Acid
6.67
pKa Basic
4.79
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 4 0.9375
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 4 0.9375
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8909
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8909
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 3 0.8639
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 3 0.8639
Catalase-peroxidase Q3JNW6 KATG_BURP1 Burkholderia pseudomallei 3 0.8554
Catalase-peroxidase Q3JNW6 KATG_BURP1 Burkholderia pseudomallei 3 0.8554
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.8536
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.8536
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8235
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8235
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.8208
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.8208
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.8195
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.8195
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.8168
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.8168
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8163
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8163
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 3 0.8111
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 3 0.8111
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8022
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8022
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8015
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8015
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7963
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7963
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7869
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7869
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7750
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7750
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7712
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7712
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7613
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7613
Diphtheria toxin P00588 DTX_CORBE Corynephage beta 3 0.7606
Diphtheria toxin P00588 DTX_CORBE Corynephage beta 3 0.7606
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7594
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7594
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7591
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7591
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7529
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7529
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7522
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7522
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 3 0.7489
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 3 0.7489
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7480
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7480
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 4 0.7439
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 4 0.7439
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.7433
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.7433
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7426
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7426
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 2 0.7400
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 2 0.7400
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7382
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7382
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7379
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7379
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 4 0.7373
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 4 0.7373
7,8-dihydroneopterin aldolase J7VEZ6 J7VEZ6_BACCE Bacillus cereus BAG3X2-1 3 0.7303
7,8-dihydroneopterin aldolase J7VEZ6 J7VEZ6_BACCE Bacillus cereus BAG3X2-1 3 0.7303
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.7295
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.7295
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7269
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7269
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.7254
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.7254
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7235
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7235
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7235
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7235
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7234
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7234
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7188
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7188
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 3 0.7184
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 3 0.7184
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7152
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7152
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7143
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7143
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 3 0.7143
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 3 0.7143
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7132
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7132
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7121
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7121
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7109
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7109
Protein LlR18A P52778 L18A_LUPLU Lupinus luteus 2 0.7106
Protein LlR18A P52778 L18A_LUPLU Lupinus luteus 2 0.7106
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7079
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7079
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7079
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7079
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7072
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7072
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7033
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7033
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7024
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7024
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7021
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7021
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7016
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7016
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7004
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7004
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7002
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7002

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