Cimifugin 2-methylbutanoate - Compound Card

Cimifugin 2-methylbutanoate

Select a section from the left sidebar

Cimifugin 2-methylbutanoate

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Furanochromone
Canonical Smiles CCC(C(=O)OCc1cc(=O)c2c(o1)cc1c(c2OC)C[C@H](O1)C(O)(C)C)C
InChI InChI=1S/C21H26O7/c1-6-11(2)20(23)26-10-12-7-14(22)18-16(27-12)9-15-13(19(18)25-5)8-17(28-15)21(3,4)24/h7,9,11,17,24H,6,8,10H2,1-5H3/t11?,17-/m0/s1
InChIKey PWIKXCTUBPEPCB-KLLZUTDZSA-N
Formula C21H26O7
HBA 7
HBD 1
MW 390.43
Rotatable Bonds 6
TPSA 95.2
LogP 2.97
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.52
Exact Mass 390.17
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ammi visnaga Apiaceae Plantae 1053409

Showing of synonyms

  • Sellami HK, Napolitano A, et al. (2013). Influence of growing conditions on metabolite profile of Ammi visnaga umbels with special reference to bioactive furanochromones and pyranocoumarins. Phytochemistry,2013,95,197-206. [View] [PubMed]
Pubchem: 73212329
Nmrshiftdb2: 70049951

No compound-protein relationship available.

Structure

SMILES: C1COc(c12)cc3c(c2)c(=O)cco3

Level: 0

Mol. Weight: 390.43 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.89
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.62
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.69

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.88
Plasma Protein Binding
72.83
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
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
3.34
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.47
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.61
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.57
Micronucleos
Toxic
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
Safe
T. Pyriformis
-6.01
Rat (Acute)
2.79
Rat (Chronic Oral)
1.86
Fathead Minnow
4.7
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
435.23
Hydration Free Energy
-7.74
Log(D) at pH=7.4
2.83
Log(P)
2.96
Log S
-4.5
Log(Vapor Pressure)
-7.83
Melting Point
144.01
pKa Acid
9.54
pKa Basic
5.76
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.9595
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.9595
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.9403
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.9403
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9099
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9099
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.9021
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.9021
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8956
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8956
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8826
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8826
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8766
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8766
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.8741
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.8741
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8698
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8698
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8653
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8653
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8510
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8510
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8383
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8383
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.8014
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.8014
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8005
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8005
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7941
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7941
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7821
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7821
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7754
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7754
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7747
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7747
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7727
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7727
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7713
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7713
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7621
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7621
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.7618
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.7618
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7617
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7617
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7610
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7610
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7581
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7581
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.7521
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.7521
Cholesterol side-chain cleavage enzyme, mitochondrial P05108 CP11A_HUMAN Homo sapiens 3 0.7519
Cholesterol side-chain cleavage enzyme, mitochondrial P05108 CP11A_HUMAN Homo sapiens 3 0.7519
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7518
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7518
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7504
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7504
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7488
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7488
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 2 0.7419
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 2 0.7419
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7399
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.7399
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7399
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.7399
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7367
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7367
Acyl-homoserine-lactone synthase Q4VSJ8 Q4VSJ8_BURGL Burkholderia glumae 4 0.7329
Acyl-homoserine-lactone synthase Q4VSJ8 Q4VSJ8_BURGL Burkholderia glumae 4 0.7329
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7323
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7323
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 4 0.7308
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 4 0.7308
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7275
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7275
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7250
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7250
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7214
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7214
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7197
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7197
Jasmonoyl--L-amino acid synthetase JAR1 Q9SKE2 JAR1_ARATH Arabidopsis thaliana 3 0.7174
Jasmonoyl--L-amino acid synthetase JAR1 Q9SKE2 JAR1_ARATH Arabidopsis thaliana 3 0.7174
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7163
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7163
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7138
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7138
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7134
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7134
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7130
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7130
GMP reductase Q81JJ9 GUAC_BACAN Bacillus anthracis 2 0.7055
GMP reductase Q81JJ9 GUAC_BACAN Bacillus anthracis 2 0.7055
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7052
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7052
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7024
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7024
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7020
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7020
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7003
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7003

Download SDF