Coumarin-carbinol - Compound Card

Coumarin-carbinol

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Coumarin-carbinol

Structure
Zoomed Structure
  • Family: Plantae - Dipterocarpaceae
  • Kingdom: Plantae
  • Class: Coumarin
Canonical Smiles COc1cc(CO)c2c(c1)oc(=O)cc2OC
InChI InChI=1S/C12H12O5/c1-15-8-3-7(6-13)12-9(16-2)5-11(14)17-10(12)4-8/h3-5,13H,6H2,1-2H3
InChIKey JTVKUDOWGZXNCA-UHFFFAOYSA-N
Formula C12H12O5
HBA 5
HBD 1
MW 236.22
Rotatable Bonds 3
TPSA 68.9
LogP 1.3
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 17
Formal Charge 0
Fraction CSP3 0.25
Exact Mass 236.07
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Monotes kerstingii Dipterocarpaceae Plantae 2029430

Showing of synonyms

  • Fotso GW, Mogue Kamdem L, et al. (2019). Antimicrobial secondary metabolites from the stem barks and leaves of Monotes kerstingii Gilg (Dipterocarpaceae).. Fitoterapia,2019, 137, 104239. [View] [PubMed]
Pubchem: 157010759

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 236.22 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.62
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.880
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.81

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.780
Plasma Protein Binding
43.87
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-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
2.440
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.280
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.820
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.650
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
3.110
Rat (Acute)
2.070
Rat (Chronic Oral)
1.930
Fathead Minnow
4.220
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
360.410
Hydration Free Energy
-10.860
Log(D) at pH=7.4
0.970
Log(P)
0.73
Log S
-2.33
Log(Vapor Pressure)
-5.72
Melting Point
144.06
pKa Acid
8.43
pKa Basic
3.45
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.9663
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9587
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9469
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9432
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9282
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9243
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.9079
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.9073
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8748
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 3 0.8746
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8704
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8638
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.8636
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8613
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8583
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8580
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8520
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.8508
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8502
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8493
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8468
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8460
RIO-type serine/threonine-protein kinase Rio1 O28471 RIO1_ARCFU Archaeoglobus fulgidus 3 0.8362
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8227
Nitric oxide synthase 3 P29474 NOS3_HUMAN Homo sapiens 3 0.8197
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8183
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8104
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.8057
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8049
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8048
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8047
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 3 0.8040
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.7785
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7773
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7756
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7741
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7645
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7587
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7572
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7559
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7495
Prenyltransferase Q4R2T2 Q4R2T2_STRC1 Streptomyces sp 2 0.7487
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7475
Rifampin ADP-ribosyl transferase A0QRS5 A0QRS5_MYCS2 Mycolicibacterium smegmatis155) 3 0.7473
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7429
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7426
SRSF protein kinase 1 Q96SB4 SRPK1_HUMAN Homo sapiens 3 0.7416
3',5'-cyclic-AMP phosphodiesterase 4A P27815 PDE4A_HUMAN Homo sapiens 3 0.7407
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 3 0.7403
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7398
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7391
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7388
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7384
Tyrosine-protein kinase ABL1 P00519 ABL1_HUMAN Homo sapiens 3 0.7371
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7352
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7340
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7340
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7300
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7287
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7259
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7259
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7237
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7235
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7222
Serine/threonine-protein kinase PLK Q4KMI8 Q4KMI8_DANRE Danio rerio 3 0.7215
Probable enoyl-CoA hydratase EchA8 P9WNN9 ECHA8_MYCTU Mycobacterium tuberculosis 3 0.7183
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7174
Metallo-beta-lactamase type 2 P26918 BLAB_AERHY Aeromonas hydrophila 2 0.7148
Cyclic AMP receptor protein Q5SID7 CRP_THET8 Thermus thermophilus 2 0.7137
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7129
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7090
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7075
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7074
Geranyl diphosphate 2-C-methyltransferase D3KYU3 GPPMT_STRLS Streptomyces lasalocidi 3 0.7072
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7071
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7068
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 3 0.7068
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7065
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7062
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7061
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.7057
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7056
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7046
Tryptophan synthase alpha chain P00929 TRPA_SALTY Salmonella typhimurium 2 0.7037
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7036
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7020
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 2 0.7010
cGMP-dependent protein kinase 2 Q13237 KGP2_HUMAN Homo sapiens 2 0.7001

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