4,11(13)-eudesmadien-12-oic acid - Compound Card

4,11(13)-eudesmadien-12-oic acid

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4,11(13)-eudesmadien-12-oic acid

Structure
Zoomed Structure
  • Family: Asteraceae-Compositae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles OC(=O)C(=C)[C@H]1CC[C@@]2(C(=C(C)CCC2)C1)C
InChI InChI=1S/C15H22O2/c1-10-5-4-7-15(3)8-6-12(9-13(10)15)11(2)14(16)17/h12H,2,4-9H2,1,3H3,(H,16,17)/t12-,15+/m0/s1
InChIKey SGZOYHLQNUSAIL-SWLSCSKDSA-N
Formula C15H22O2
HBA 1
HBD 1
MW 234.34
Rotatable Bonds 2
TPSA 37.3
LogP 3.93
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 17
Formal Charge 0
Fraction CSP3 0.67
Exact Mass 234.16
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Jasonia candicans Asteraceae-Compositae Plantae 557631

Showing of synonyms

  • Ahmed AA, Mahmoud AA, et al. (1993). New sesquiterpene alpha-methylene lactones from the Egyptian plant Jasonia candicans. Journal of Natural Products,1993,56(8),1276-1280. [View] [PubMed]
Pubchem: 162970925
Nmrshiftdb2: 80001587

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C1=2)CCCC2

Level: 0

Mol. Weight: 136.24 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.68
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.36
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.55

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.67
Plasma Protein Binding
60.62
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-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
4.16
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.18
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.21
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.26
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
0.48
Rat (Acute)
2.23
Rat (Chronic Oral)
2.23
Fathead Minnow
3.92
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
311.87
Hydration Free Energy
-5.42
Log(D) at pH=7.4
1.51
Log(P)
4.28
Log S
-3.93
Log(Vapor Pressure)
-4.81
Melting Point
108.31
pKa Acid
5.18
pKa Basic
8.87
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.9262
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.9262
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 3 0.9164
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 3 0.9164
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9025
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9025
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.9006
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.9006
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8939
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8939
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8710
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8710
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8561
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8561
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8467
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8467
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 3 0.8227
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 3 0.8227
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8186
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8186
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8180
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8180
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7991
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7991
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7965
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7965
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7956
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7956
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7941
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7941
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7895
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7895
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7764
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7764
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7698
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7698
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7680
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7680
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7603
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7603
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7444
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7444
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7442
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7442
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7431
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7431
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7314
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7314
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7268
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7268
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7227
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7227
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7186
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7186
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.7150
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.7150
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7131
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7131
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7107
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7107
Glucocorticoid receptor P04150 GCR_HUMAN Homo sapiens 3 0.7054
Glucocorticoid receptor P04150 GCR_HUMAN Homo sapiens 3 0.7054
Phospholipase A2 P00593 PA21B_BOVIN Bos taurus 3 0.7050
Phospholipase A2 P00593 PA21B_BOVIN Bos taurus 3 0.7050
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7025
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7025

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