4-oxo-iphionan-3(5),11(13)-dien-12-oic acid - Compound Card

4-oxo-iphionan-3(5),11(13)-dien-12-oic acid

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4-oxo-iphionan-3(5),11(13)-dien-12-oic acid

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles C=C([C@@H]1CC[C@@]2(C(=C(CC2)C(=O)C)C1)C)C(=O)O
InChI InChI=1S/C15H20O3/c1-9(14(17)18)11-4-6-15(3)7-5-12(10(2)16)13(15)8-11/h11H,1,4-8H2,2-3H3,(H,17,18)/t11-,15+/m1/s1
InChIKey ZFAOSFXFIKLLJT-ABAIWWIYSA-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 Jasonia candicans Asteraceae Plantae 557631

Showing of synonyms

  • Ahmed AA, Mahmoud AA (1998). Jasonol, a rare tricyclic eudesmane sesquiterpene and six other new sesquiterpenoids from Jasonia candicans. Tetrahedron,1998,54,8141-8152. [View]
Pubchem: 23241670
Nmrshiftdb2: 70028520

No compound-protein relationship available.

Structure

SMILES: C1CCC(C=12)CCCC2

Level: 0

Mol. Weight: 248.32 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.61
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.56
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.41

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.7
Plasma Protein Binding
63.74
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
4.46
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.4
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.57
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.02
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
0.55
Rat (Acute)
2.18
Rat (Chronic Oral)
2.42
Fathead Minnow
3.92
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
322.89
Hydration Free Energy
-6.92
Log(D) at pH=7.4
0.25
Log(P)
2.62
Log S
-3.21
Log(Vapor Pressure)
-5.41
Melting Point
138.5
pKa Acid
4.64
pKa Basic
7.99
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.8903
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.8903
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 3 0.8775
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 3 0.8775
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8747
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8747
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8658
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8658
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8566
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8566
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8535
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8535
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8442
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8442
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8322
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8322
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8221
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8221
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7901
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7901
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7806
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7806
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7718
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7718
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7451
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7451
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7447
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7447
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7375
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7375
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7271
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7271
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7208
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7208
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7046
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7046
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7025
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7025
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7008
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7008

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