2alpha-hydroxyisocostic acid - Compound Card

2alpha-hydroxyisocostic acid

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2alpha-hydroxyisocostic acid

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles O[C@H]1C=C[C@H]2[C@@](C1)(C)CC[C@H](C2)C(=C)C(=O)O
InChI InChI=1S/C14H20O3/c1-9(13(16)17)10-5-6-14(2)8-12(15)4-3-11(14)7-10/h3-4,10-12,15H,1,5-8H2,2H3,(H,16,17)/t10-,11-,12+,14+/m1/s1
InChIKey GAZLXCUGSNLNIA-NMKXLXIOSA-N
Formula C14H20O3
HBA 2
HBD 2
MW 236.31
Rotatable Bonds 2
TPSA 57.53
LogP 2.37
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 17
Formal Charge 0
Fraction CSP3 0.64
Exact Mass 236.14
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: 163097343
Nmrshiftdb2: 70056009

No compound-protein relationship available.

Structure

SMILES: C1=CCCC(C12)CCCC2

Level: 0

Mol. Weight: 236.31 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.75
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.38
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.58

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.56
Plasma Protein Binding
53.24
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
3.7
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.22
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
-0.31
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
2.93
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
-1.03
Rat (Acute)
2.52
Rat (Chronic Oral)
2.5
Fathead Minnow
3.92
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
327.94
Hydration Free Energy
-8.15
Log(D) at pH=7.4
-0.23
Log(P)
2.37
Log S
-2.58
Log(Vapor Pressure)
-5.86
Melting Point
144.04
pKa Acid
4.09
pKa Basic
7.88
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.8903
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.8903
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8466
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8466
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.8409
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.8409
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.8386
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.8386
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8334
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8334
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7927
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7927
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7870
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7870
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7755
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7755
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7735
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7735
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7553
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7553
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7550
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7550
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7457
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7457
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7441
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7441
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7356
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7356
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7195
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7195
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7173
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7173
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7111
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7111

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