Delta-2-4-epi-ilicic acid - Compound Card

Delta-2-4-epi-ilicic acid

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Delta-2-4-epi-ilicic acid

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles C=C([C@@H]1CC[C@@]2([C@@H](C1)[C@](C)(O)C=CC2)C)C(=O)O
InChI InChI=1S/C15H22O3/c1-10(13(16)17)11-5-8-14(2)6-4-7-15(3,18)12(14)9-11/h4,7,11-12,18H,1,5-6,8-9H2,2-3H3,(H,16,17)/t11-,12-,14-,15-/m1/s1
InChIKey PMMASMOTSKQUBU-QHSBEEBCSA-N
Formula C15H22O3
HBA 2
HBD 2
MW 250.34
Rotatable Bonds 2
TPSA 57.53
LogP 2.76
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.67
Exact Mass 250.16
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Dittrichia graveolens Asteraceae Plantae 1532790

Showing of synonyms

  • Abou-Douh AM (2008). New eudesmane derivatives and other sesquiterpenes from the epigeal parts of Dittrichia graveolens. Chemical and Pharmaceutical Bulletin,2008,56(11),1535-1545. [View] [PubMed]
Pubchem: 162842573
Nmrshiftdb2: 70056001

No compound-protein relationship available.

Structure

SMILES: C1C=CCC(C12)CCCC2

Level: 0

Mol. Weight: 250.34 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.71
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.51
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.42

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.55
Plasma Protein Binding
55.94
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
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
3.97
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.13
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
-0.14
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
2.88
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
-0.62
Rat (Acute)
2.5
Rat (Chronic Oral)
2.41
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
326.02
Hydration Free Energy
-7.46
Log(D) at pH=7.4
0.02
Log(P)
2.42
Log S
-2.8
Log(Vapor Pressure)
-5.83
Melting Point
142.85
pKa Acid
4.13
pKa Basic
8.12
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.9222
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.9222
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8828
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8828
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 3 0.8666
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 3 0.8666
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.8577
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.8577
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8536
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8536
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8490
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8490
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8473
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8473
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8052
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8052
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7699
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7699
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7587
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7587
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7559
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7559
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7362
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7362
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7287
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7287
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7273
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7273
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7068
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7068

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