14-oxo-eudesm-4,11(13)-dien-12-oic acid - Compound Card

14-oxo-eudesm-4,11(13)-dien-12-oic acid

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14-oxo-eudesm-4,11(13)-dien-12-oic acid

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles O=CC1=C2C[C@@H](CC[C@]2(CCC1)C)C(=C)C(=O)O
InChI InChI=1S/C15H20O3/c1-10(14(17)18)11-5-7-15(2)6-3-4-12(9-16)13(15)8-11/h9,11H,1,3-8H2,2H3,(H,17,18)/t11-,15-/m1/s1
InChIKey GPVMEUAENVXBFP-IAQYHMDHSA-N
Formula C15H20O3
HBA 2
HBD 1
MW 248.32
Rotatable Bonds 3
TPSA 54.37
LogP 3.11
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.6
Exact Mass 248.14
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pluchea dioscoridis Asteraceae Plantae —

Showing of synonyms

  • Mahmoud AA (1997). 7-Epi-eudesmanes, eudesmanoic acids, eudesmanolides and other sesquiterpenenes from Pluchea dioscoridis. Phytochemistry,1997,45(8),1633-1638. [View]
Pubchem: 162861322
Nmrshiftdb2: 60045856

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C1=2)CCCC2

Level: 0

Mol. Weight: 248.32 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.65
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.44
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.07

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.42
Plasma Protein Binding
56.73
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
2.46
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.92
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.37
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.87
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
0.92
Rat (Acute)
3.62
Rat (Chronic Oral)
2.25
Fathead Minnow
3.93
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
339.11
Hydration Free Energy
-7.85
Log(D) at pH=7.4
1.1
Log(P)
3.33
Log S
-2.8
Log(Vapor Pressure)
-5.51
Melting Point
120.69
pKa Acid
4.94
pKa Basic
7.35
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9193
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9193
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 3 0.9183
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 3 0.9183
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.9084
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.9084
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.9081
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.9081
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8986
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8986
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8936
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8936
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8920
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8920
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8752
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8752
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8287
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8287
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8159
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8159
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7968
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7968
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7930
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7930
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7906
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7906
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7859
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7859
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7790
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7790
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7784
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7784
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7720
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7720
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7702
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7702
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7659
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7659
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7535
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7535
Glucocorticoid receptor P04150 GCR_HUMAN Homo sapiens 3 0.7460
Glucocorticoid receptor P04150 GCR_HUMAN Homo sapiens 3 0.7460
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7430
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7430
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7347
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7347
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7331
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7331
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7309
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7309

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