Obliquin - Compound Card

Obliquin

Select a section from the left sidebar

Obliquin

Structure
Zoomed Structure
  • Family: Plantae - Ptaeroxylaceae
  • Kingdom: Plantae
  • Class: Coumarin
Canonical Smiles CC(=C)[C@H]1COc2c(O1)cc1c(c2)oc(=O)cc1
InChI InChI=1S/C14H12O4/c1-8(2)13-7-16-11-6-10-9(5-12(11)17-13)3-4-14(15)18-10/h3-6,13H,1,7H2,2H3/t13-/m1/s1
InChIKey DUECABXXAMFFBH-CYBMUJFWSA-N
Formula C14H12O4
HBA 4
HBD 0
MW 244.25
Rotatable Bonds 1
TPSA 48.67
LogP 2.51
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.21
Exact Mass 244.07
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Cedrelopsis microfoliolata Ptaeroxylaceae Plantae 1304322

Showing of synonyms

  • Koorbanally NA, Randrianarivelojosia M, et al. (2002). Bioactive Constituents of Cedrelopsis microfoliata. Journal of natural products, 2002, 65(9), 1349–1352. [View]
Pubchem: 6708593
Chebi: 113544
Nmrshiftdb2: 60030177

No compound-protein relationship available.

Structure

SMILES: c1cc(=O)oc(c12)cc3c(c2)OCCO3

Level: 0

Mol. Weight: 244.25 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.65
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.23
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.32

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.08
Plasma Protein Binding
70.88
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
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.69
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.14
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.94
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.35
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
2.64
Rat (Acute)
2.19
Rat (Chronic Oral)
1.44
Fathead Minnow
4.41
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
368.74
Hydration Free Energy
-7.98
Log(D) at pH=7.4
2.77
Log(P)
2.84
Log S
-4.04
Log(Vapor Pressure)
-6.52
Melting Point
157.77
pKa Acid
7.08
pKa Basic
3.82
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 0.9710
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.9708
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9641
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9523
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9490
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9462
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.9396
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9336
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.9227
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9217
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.9213
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9189
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.9177
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9134
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8996
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8992
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8975
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8932
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.8926
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8916
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8779
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8773
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8770
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8757
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8656
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8622
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8606
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8594
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8488
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.8485
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8394
Metapyrocatechase Q7WYF5 Q7WYF5_9PSED Pseudomonas alkylphenolica 3 0.8360
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8312
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8308
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8218
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8213
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.8117
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8094
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8088
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8084
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.8065
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.8052
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8050
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.8024
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7999
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7986
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7976
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7964
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7925
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7907
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7903
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7885
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7824
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 3 0.7804
Histidine kinase 4 Q9C5U0 AHK4_ARATH Arabidopsis thaliana 3 0.7801
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7799
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7797
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7796
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7772
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7770
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7764
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7761
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7751
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7742
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 3 0.7739
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7738
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7736
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7729
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7725
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7721
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 2 0.7699
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7685
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7677
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7655
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7655
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7648
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7624
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7610
Cytochrome P450 2E1 P05181 CP2E1_HUMAN Homo sapiens 3 0.7573
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7569
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7568
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7560
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7557
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7554
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7552
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7546
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7543
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7536
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7528
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7526
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7525
Prolyl endopeptidase P23687 PPCE_PIG Sus scrofa 3 0.7519
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7517
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7517
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7509
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7509
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7504
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7501
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7475
Prolyl endopeptidase P23687 PPCE_PIG Sus scrofa 3 0.7474
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7472
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7466
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7462
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7461
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7458
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7458
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7452
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7449
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7447
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7437
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7436
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7433
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7428
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7426
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7425
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7420
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7416
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7405
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7395
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7394
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7385
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7361
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7352
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7352
Pantothenate synthetase P9WIL4 PANC_MYCTO Mycobacterium tuberculosis 2 0.7345
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7335
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7335
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7335
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7335
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7334
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7331
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7325
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7323
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7321
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7320
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7304
Androgen receptor P19091 ANDR_MOUSE Mus musculus 3 0.7304
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7303
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7301
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7290
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7284
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7278
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7277
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7276
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7271
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7270
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7249
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 2 0.7236
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7234
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.7232
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 2 0.7231
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7228
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7225
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7223
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7222
Histone deacetylase-like amidohydrolase Q70I53 HDAH_ALCSD Alcaligenes sp.) 2 0.7193
Estrogen receptor beta Q92731 ESR2_HUMAN Homo sapiens 3 0.7191
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7188
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7188
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7182
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7177
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7170
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7169
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7167
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7162
Glucocorticoid receptor P04150 GCR_HUMAN Homo sapiens 3 0.7161
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7157
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7156
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7154
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7153
Estrogen receptor beta Q92731 ESR2_HUMAN Homo sapiens 3 0.7092
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7077
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7075
Sterol 14alpha-demethylase P9WPP9 CP51_MYCTU Mycobacterium tuberculosis 3 0.7072
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7072
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 2 0.7059
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7049
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7041
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7041
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7041
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7037
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7026
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7021
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 2 0.7020
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7012
Acetylcholine-binding protein P58154 ACHP_LYMST Lymnaea stagnalis 3 0.7011
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7004

Download SDF