5-OH-3-methylnaphtho[2-3-c]furan-4,9-dione - Compound Card

5-OH-3-methylnaphtho[2-3-c]furan-4,9-dione

Select a section from the left sidebar

5-OH-3-methylnaphtho[2-3-c]furan-4,9-dione

Structure
Zoomed Structure
  • Family: Plantae - Asphodelaceae
  • Kingdom: Plantae
  • Class: Naphthalene Derivative
Canonical Smiles OC1=CC=CC2C1C(=O)c1c(C2=O)coc1C
InChI InChI=1S/C13H10O4/c1-6-10-8(5-17-6)12(15)7-3-2-4-9(14)11(7)13(10)16/h2-5,7,11,14H,1H3
InChIKey RLWGUGMJDNRONP-UHFFFAOYSA-N
Formula C13H10O4
HBA 4
HBD 1
MW 230.22
Rotatable Bonds 0
TPSA 67.51
LogP 2.21
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 17
Formal Charge 0
Fraction CSP3 0.23
Exact Mass 230.06
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)C(=O)C3C(C2=O)C=CC=C3

Level: 0

Mol. Weight: 230.22 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.7
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.450
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.37

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.060
Plasma Protein Binding
26.3
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
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.650
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.650
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.520
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.760
Micronucleos
Toxic
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
4.220
Rat (Acute)
2.950
Rat (Chronic Oral)
2.760
Fathead Minnow
4.190
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
356.890
Hydration Free Energy
-10.120
Log(D) at pH=7.4
1.190
Log(P)
1.87
Log S
-3.32
Log(Vapor Pressure)
-7.66
Melting Point
192.42
pKa Acid
4.76
pKa Basic
2.19
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.9253
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.9253
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8961
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8961
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8740
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8740
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 3 0.8710
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 3 0.8710
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8411
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8411
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8262
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8262
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8261
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8261
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8253
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8253
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8248
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8248
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7985
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7985
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7887
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7887
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7874
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7874
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.7797
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.7797
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7745
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7745
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7692
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7692
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.7614
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.7614
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7515
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7515
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.7505
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.7505
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7485
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7485
Ceramide transfer protein Q9Y5P4 CERT_HUMAN Homo sapiens 3 0.7462
Ceramide transfer protein Q9Y5P4 CERT_HUMAN Homo sapiens 3 0.7462
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7456
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7456
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7390
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7390
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7353
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7353
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7328
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7328
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7313
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7313
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7263
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7263
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 2 0.7231
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 2 0.7231
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7204
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7204
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.7110
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.7110
Probable esterase KAI2 Q9SZU7 KAI2_ARATH Arabidopsis thaliana 3 0.7106
Probable esterase KAI2 Q9SZU7 KAI2_ARATH Arabidopsis thaliana 3 0.7106
Troponin C, slow skeletal and cardiac muscles P63316 TNNC1_HUMAN Homo sapiens 2 0.7095
Troponin C, slow skeletal and cardiac muscles P63316 TNNC1_HUMAN Homo sapiens 2 0.7095
4-hydroxyphenylacetate 3-monooxygenase, reductase component Q5SJP7 HPAC_THET8 Thermus thermophilus 3 0.7052
4-hydroxyphenylacetate 3-monooxygenase, reductase component Q5SJP7 HPAC_THET8 Thermus thermophilus 3 0.7052
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7003
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7003

Download SDF