2-acetyl-jaeschkeanadiol-6-anisate - Compound Card

2-acetyl-jaeschkeanadiol-6-anisate

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2-acetyl-jaeschkeanadiol-6-anisate

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpenoid
Canonical Smiles COc1ccc(cc1)C(=O)O[C@H]1CCC(=CC[C@@]2([C@@H]1[C@@](O)(C[C@@H]2OC(=O)C)C(C)C)C)C
InChI InChI=1S/C26H36O6/c1-16(2)26(29)15-22(31-18(4)27)25(5)14-13-17(3)7-12-21(23(25)26)32-24(28)19-8-10-20(30-6)11-9-19/h8-11,13,16,21-23,29H,7,12,14-15H2,1-6H3/t21-,22-,23+,25-,26+/m0/s1
InChIKey SPYODEGYWFSTDZ-RZDFJLBCSA-N
Formula C26H36O6
HBA 6
HBD 1
MW 444.57
Rotatable Bonds 5
TPSA 82.06
LogP 4.7
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.62
Exact Mass 444.25
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ferula vesceritensis Apiaceae Plantae 1514058

Showing of synonyms

  • Oughlissi-Dehak K, Lawton P, et al. (2008). Sesquiterpenes from aerial parts of Ferula vesceritensis. Phytochemistry,2008,69(9),1933-1938. [View] [PubMed]
Pubchem: 162817011

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)OC2CCC=CCC(C23)CCC3

Level: 1

Mol. Weight: 444.57 g/mol

Structure

SMILES: C1CCC(C12)CCCC=CC2

Level: 0

Mol. Weight: 444.57 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 444.57 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.47
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.680
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.68

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.740
Plasma Protein Binding
87.53
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
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
9.000
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.590
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.170
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.960
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-46.700
Rat (Acute)
3.280
Rat (Chronic Oral)
2.040
Fathead Minnow
4.010
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
420.290
Hydration Free Energy
-3.210
Log(D) at pH=7.4
4.160
Log(P)
6.02
Log S
-5.4
Log(Vapor Pressure)
-7.51
Melting Point
141.96
pKa Acid
9.46
pKa Basic
4.48

No predicted protein targets found for this compound.

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