8-methoxycoumarsabin - Compound Card

8-methoxycoumarsabin

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8-methoxycoumarsabin

Structure
Zoomed Structure
  • Family: Plantae - Lamiaceae
  • Kingdom: Plantae
  • Class: Coumarin
Canonical Smiles COc1cc(C)c2c(c1OC)oc(=O)c(c2OC)C
InChI InChI=1S/C14H16O5/c1-7-6-9(16-3)12(18-5)13-10(7)11(17-4)8(2)14(15)19-13/h6H,1-5H3
InChIKey PKKTXAMCHLIVDS-UHFFFAOYSA-N
Formula C14H16O5
HBA 5
HBD 0
MW 264.28
Rotatable Bonds 3
TPSA 57.9
LogP 2.44
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.36
Exact Mass 264.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Leucas inflata Lamiaceae Plantae 483827

Showing of synonyms

  • Ele S, G/Yesus T, et al. (2007). Chemical studies of Leucas martinicensis. M.Sc. Thesis, Addis Ababa University, Ethiopia,2007. [View] [PubMed]
Pubchem: 338279
Nmrshiftdb2: 70041117

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)oc(=O)cc2

Level: 0

Mol. Weight: 264.28 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.48
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.050
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.79

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.010
Plasma Protein Binding
64.09
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
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
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
4.120
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
Toxic
Maximum Tolerated Dose
1.360
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.030
Micronucleos
Safe
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
3.610
Rat (Acute)
2.510
Rat (Chronic Oral)
1.730
Fathead Minnow
4.570
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
358.570
Hydration Free Energy
-7.830
Log(D) at pH=7.4
2.350
Log(P)
2.63
Log S
-2.82
Log(Vapor Pressure)
-5.05
Melting Point
110.66
pKa Acid
7.31
pKa Basic
1.95
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.9572
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.9572
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.9558
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.9558
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9535
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9535
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9509
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9509
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9491
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9491
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9461
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9461
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9432
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9432
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9378
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9378
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9370
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9370
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9333
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9333
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9325
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9325
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.9300
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.9300
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9269
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9269
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9251
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9251
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9197
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9197
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9195
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9195
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9126
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9126
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9052
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9052
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.9044
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.9044
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.9021
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.9021
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8966
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8966
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8920
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8920
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8900
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8900
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8885
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8885
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.8588
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.8588
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.8549
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.8549
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8339
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8339
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8255
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8255
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8241
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8241
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8215
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8215
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.8165
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.8165
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8099
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8099
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8066
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8066
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8038
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8038
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8008
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8008
Aldo-keto reductase family 1 member A1 P50578 AK1A1_PIG Sus scrofa 3 0.7955
Aldo-keto reductase family 1 member A1 P50578 AK1A1_PIG Sus scrofa 3 0.7955
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7939
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7939
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7937
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7937
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7890
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7890
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7844
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7844
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.7812
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.7812
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7755
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7755
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7752
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7752
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7683
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7683
Eugenol synthase 1 Q15GI4 EGS1_OCIBA Ocimum basilicum 3 0.7643
Eugenol synthase 1 Q15GI4 EGS1_OCIBA Ocimum basilicum 3 0.7643
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7544
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7544
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 2 0.7364
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 2 0.7364
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7354
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7354
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7352
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7352
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7351
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7351
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7348
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7348
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 3 0.7340
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 3 0.7340
Adenosine kinase Q9TVW2 ADK_TOXGO Toxoplasma gondii 3 0.7290
Adenosine kinase Q9TVW2 ADK_TOXGO Toxoplasma gondii 3 0.7290
Beta-2 adrenergic receptor P07550 ADRB2_HUMAN Homo sapiens 2 0.7278
Beta-2 adrenergic receptor P07550 ADRB2_HUMAN Homo sapiens 2 0.7278
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7263
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7263
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7251
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7251
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7233
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7233
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7227
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7227
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7225
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7225
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7216
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7216
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7205
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7205
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7199
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7199
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7189
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7189
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7186
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7186
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 2 0.7181
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 2 0.7181
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7177
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7177
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7170
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7170
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 2 0.7154
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 2 0.7154
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7148
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7148
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7147
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7147
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7090
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7090
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7078
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7078
Prenyltransferase Q4R2T2 Q4R2T2_STRC1 Streptomyces sp 2 0.7069
Prenyltransferase Q4R2T2 Q4R2T2_STRC1 Streptomyces sp 2 0.7069
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7021
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7021
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7014
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7014
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7012
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7012
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 2 0.7004
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 2 0.7004

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