Badrakemin - Compound Card

Badrakemin

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Badrakemin

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Coumarin
    • Subclass: Sesquiterpene Coumarin
Canonical Smiles C=C1C=Cc2c(O1)cc(cc2)OC[C@@H]1C(=C)CC[C@H]2[C@@]1(C)CC[C@@H](C2(C)C)O
InChI InChI=1S/C25H32O3/c1-16-6-11-22-24(3,4)23(26)12-13-25(22,5)20(16)15-27-19-10-9-18-8-7-17(2)28-21(18)14-19/h7-10,14,20,22-23,26H,1-2,6,11-13,15H2,3-5H3/t20-,22-,23+,25+/m1/s1
InChIKey NHNUDJNKOKXFRV-SRTADBNSSA-N
Formula C25H32O3
HBA 3
HBD 1
MW 380.53
Rotatable Bonds 3
TPSA 38.69
LogP 5.75
Number Rings 4
Number Aromatic Rings 1
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.52
Exact Mass 380.24
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Ferula assa-foetida Apiaceae Plantae 52471

Showing of synonyms

  • El-Razek MHA, Ohta S, et al. (2001). Sesquiterpene coumarins from the roots of Ferula assa-foetida. Phytochemistry,2001,58(8),1289-1295. [View]
Pubchem: 162817031
Nmrshiftdb2: 70037180

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C12)CCC(=C)C2COc(cc3)cc(c34)OC(=C)C=C4

Level: 1

Mol. Weight: 380.53 g/mol

Structure

SMILES: C=C(C1)CCC(C12)CCCC2

Level: 0

Mol. Weight: 380.53 g/mol

Structure

SMILES: C1=CC(=C)Oc(c12)cccc2

Level: 0

Mol. Weight: 380.53 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.78
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.45
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.29

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.33
Plasma Protein Binding
89.04
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
10.31
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.54
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.57
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
7.19
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-9.89
Rat (Acute)
2.73
Rat (Chronic Oral)
1.88
Fathead Minnow
4.06
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
446.1
Hydration Free Energy
-5.36
Log(D) at pH=7.4
4.83
Log(P)
6.12
Log S
-5.99
Log(Vapor Pressure)
-8.06
Melting Point
135.01
pKa Acid
10.83
pKa Basic
7.09
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.9079
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.9079
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.9031
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.9031
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8995
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8995
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8835
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8835
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8134
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8134
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8100
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8100
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8037
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8037
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7999
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7999
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7919
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7919
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7889
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7889
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7886
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7886
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.7863
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.7863
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7754
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7754
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 2 0.7711
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 2 0.7711
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 2 0.7670
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 2 0.7670
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 2 0.7668
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 2 0.7668
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7647
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7647
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7645
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7645
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7644
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7644
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 2 0.7630
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 2 0.7630
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7601
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7601
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7601
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7601
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7596
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7596
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7585
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7585
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7579
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7579
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7555
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7555
Glutathione S-transferase A1 P08263 GSTA1_HUMAN Homo sapiens 2 0.7548
Glutathione S-transferase A1 P08263 GSTA1_HUMAN Homo sapiens 2 0.7548
Cholesterol oxidase P22637 CHOD_BREST Brevibacterium sterolicum 3 0.7547
Cholesterol oxidase P22637 CHOD_BREST Brevibacterium sterolicum 3 0.7547
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.7533
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.7533
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 2 0.7530
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7530
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7530
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 2 0.7530
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7520
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7520
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7518
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7518
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7515
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7515
DNA topoisomerase 1 P06612 TOP1_ECOLI Escherichia coli 3 0.7492
DNA topoisomerase 1 P06612 TOP1_ECOLI Escherichia coli 3 0.7492
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7485
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7485
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7478
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7478
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 2 0.7474
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 2 0.7474
Metapyrocatechase Q7WYF5 Q7WYF5_9PSED Pseudomonas alkylphenolica 3 0.7460
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7460
Metapyrocatechase Q7WYF5 Q7WYF5_9PSED Pseudomonas alkylphenolica 3 0.7460
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7460
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7441
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7441
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 2 0.7429
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 2 0.7429
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7423
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7423
Troponin C, slow skeletal and cardiac muscles P63316 TNNC1_HUMAN Homo sapiens 2 0.7411
Troponin C, slow skeletal and cardiac muscles P63316 TNNC1_HUMAN Homo sapiens 2 0.7411
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7402
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7402
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7399
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7399
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7373
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7373
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7370
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7370
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7365
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7365
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7319
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7319
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7319
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7319
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7302
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7302
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7299
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7299
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7284
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7284
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 2 0.7280
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 2 0.7280
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7274
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7274
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7273
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7273
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 2 0.7264
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 2 0.7264
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7255
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7255
3',5'-cyclic-AMP phosphodiesterase 4A P27815 PDE4A_HUMAN Homo sapiens 3 0.7250
3',5'-cyclic-AMP phosphodiesterase 4A P27815 PDE4A_HUMAN Homo sapiens 3 0.7250
4-chlorobenzoyl CoA ligase Q8GN86 Q8GN86_9BURK Alcaligenes sp. AL3007 2 0.7230
4-chlorobenzoyl CoA ligase Q8GN86 Q8GN86_9BURK Alcaligenes sp. AL3007 2 0.7230
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7209
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7209
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7206
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7206
Cytochrome b-c1 complex subunit 1, mitochondrial P31800 QCR1_BOVIN Bos taurus 3 0.7177
Cytochrome b-c1 complex subunit 1, mitochondrial P31800 QCR1_BOVIN Bos taurus 3 0.7177
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7161
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7161
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 2 0.7156
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 2 0.7156
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7155
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7155
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7154
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7154
3-hydroxydecanoyl-[acyl-carrier-protein] dehydratase O33877 FABA_PSEAE Pseudomonas aeruginosa 2 0.7142
3-hydroxydecanoyl-[acyl-carrier-protein] dehydratase O33877 FABA_PSEAE Pseudomonas aeruginosa 2 0.7142
Mycinamicin VI 2''-O-methyltransferase Q83WF2 MYCE_MICGR Micromonospora griseorubida 4 0.7128
Mycinamicin VI 2''-O-methyltransferase Q83WF2 MYCE_MICGR Micromonospora griseorubida 4 0.7128
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7113
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7113
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 2 0.7105
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 2 0.7105
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7103
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7103
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 2 0.7088
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 2 0.7088
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 2 0.7050
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 2 0.7050
4-chlorobenzoyl CoA ligase Q8GN86 Q8GN86_9BURK Alcaligenes sp. AL3007 2 0.7029
4-chlorobenzoyl CoA ligase Q8GN86 Q8GN86_9BURK Alcaligenes sp. AL3007 2 0.7029
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7019
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 2 0.7019
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 2 0.7019
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7019

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