3beta-methoxy isocostic acid - Compound Card

3beta-methoxy isocostic acid

Select a section from the left sidebar

3beta-methoxy isocostic acid

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene Derivative
Canonical Smiles CO[C@H]1CC[C@]2(C(=C1C)C[C@@H](CC2)C(=C)C(=O)O)C
InChI InChI=1S/C16H24O3/c1-10(15(17)18)12-5-7-16(3)8-6-14(19-4)11(2)13(16)9-12/h12,14H,1,5-9H2,2-4H3,(H,17,18)/t12-,14+,16+/m1/s1
InChIKey LUENTXRJJZAOQE-INWMFGNUSA-N
Formula C16H24O3
HBA 2
HBD 1
MW 264.36
Rotatable Bonds 3
TPSA 46.53
LogP 3.56
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.69
Exact Mass 264.17
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Chiliadenus montanus Asteraceae Plantae 1458965

Showing of synonyms

  • Hegazy MEF, Matsuda H, et al. (2014). Chemical constituents and their antibacterial and antifungal activity from the Egyptian herbal medicine Chiliadenus montanus. Phytochemistry,2014,103,154-161. [View] [PubMed]
Pubchem: 102125247
Nmrshiftdb2: 70083417

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C1=2)CCCC2

Level: 0

Mol. Weight: 264.36 g/mol

Antimicrobial

Absorption

Caco-2 (logPapp)
-4.56
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.420
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.45

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.630
Plasma Protein Binding
55.46
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
3.780
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.010
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
-0.200
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.330
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
-1.610
Rat (Acute)
2.380
Rat (Chronic Oral)
2.290
Fathead Minnow
3.920
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
325.900
Hydration Free Energy
-5.710
Log(D) at pH=7.4
0.830
Log(P)
3.66
Log S
-3.3
Log(Vapor Pressure)
-5.21
Melting Point
118.76
pKa Acid
4.74
pKa Basic
7.98
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8927
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8927
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8892
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8892
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.8845
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.8845
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8843
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8843
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8613
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8613
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 3 0.8599
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 3 0.8599
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8306
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8306
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8158
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8158
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.8141
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.8141
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8116
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8116
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7996
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7996
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7977
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7977
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7659
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7659
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7499
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7499
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7446
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7446
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7147
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7147
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7141
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7141
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7107
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7107
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7085
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7085
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7013
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7013
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7005
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7005

Download SDF