3alpha,4beta-dihydroxy-5betaH,11alpha H-eudesman-6,12- olide - Compound Card

3alpha,4beta-dihydroxy-5betaH,11alpha H-eudesman-6,12- olide

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3alpha,4beta-dihydroxy-5betaH,11alpha H-eudesman-6,12- olide

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Eudesmanolide
Canonical Smiles C[C@H]1C(=O)O[C@@H]2[C@H]1CC[C@]1([C@H]2[C@@](C)(O)[C@@H](CC1)O)C
InChI InChI=1S/C15H24O4/c1-8-9-4-6-14(2)7-5-10(16)15(3,18)12(14)11(9)19-13(8)17/h8-12,16,18H,4-7H2,1-3H3/t8-,9+,10-,11-,12+,14-,15+/m1/s1
InChIKey YNTYCWJZUUWXLK-CBIBUMFVSA-N
Formula C15H24O4
HBA 4
HBD 2
MW 268.35
Rotatable Bonds 0
TPSA 66.76
LogP 1.49
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.93
Exact Mass 268.17
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ferula sinaica Apiaceae Plantae 1514050

Showing of synonyms

  • Ahmed AA, Abdel-Razek MH, et al. (2001). An eudesmanolide and a carotane from Ferula sinaica. Phytochemistry,2001,57(4),513–515. [View]
Pubchem: 12016126
Nmrshiftdb2: 70108319

No compound-protein relationship available.

Structure

SMILES: C1C(=O)OC(C12)C3C(CC2)CCCC3

Level: 0

Mol. Weight: 268.35 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.7
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.48
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.85

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.49
Plasma Protein Binding
47.73
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-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
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.15
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.59
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.37
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.32
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
-0.83
Rat (Acute)
2.12
Rat (Chronic Oral)
1.73
Fathead Minnow
3.52
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
355.8
Hydration Free Energy
-7.84
Log(D) at pH=7.4
1.22
Log(P)
1.43
Log S
-2.1
Log(Vapor Pressure)
-6.27
Melting Point
165.63
pKa Acid
9.05
pKa Basic
7.45
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8692
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8692
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7741
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7741
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7419
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7419
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7417
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7417
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7285
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7285
Ascorbate-specific PTS system EIIC component P39301 ULAA_ECOLI Escherichia coli 3 0.7263
Ascorbate-specific PTS system EIIC component P39301 ULAA_ECOLI Escherichia coli 3 0.7263
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7151
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7151
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7074
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7074

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