10-epi-cubebol-(alpha-xylopyranoside-triacetate) - Compound Card

10-epi-cubebol-(alpha-xylopyranoside-triacetate)

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10-epi-cubebol-(alpha-xylopyranoside-triacetate)

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene Glycoside
Canonical Smiles CC(=O)O[C@@H]1[C@H](OC[C@@H]([C@H]1OC(=O)C)OC(=O)C)O[C@@]1(C)CCC23[C@H]1[C@H]2[C@@H](CC[C@@H]3C)C(C)C
InChI InChI=1S/C26H40O8/c1-13(2)18-9-8-14(3)26-11-10-25(7,23(26)20(18)26)34-24-22(33-17(6)29)21(32-16(5)28)19(12-30-24)31-15(4)27/h13-14,18-24H,8-12H2,1-7H3/t14-,18-,19-,20+,21+,22-,23-,24+,25-,26?/m0/s1
InChIKey MIHJCMUFHPSQQC-SWUNALGFSA-N
Formula C26H40O8
HBA 8
HBD 0
MW 480.6
Rotatable Bonds 6
TPSA 97.36
LogP 3.64
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.88
Exact Mass 480.27
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Iphiona scabra Asteraceae Plantae 211591

Showing of synonyms

  • Aedel-Mogib M, Jakupovic J, et al. (1989). 10-epi-cubebolxyloside from Iphiona scabra. Phytochemistry,1989,28(8),2202-2203. [View]
Pubchem: 162816901

No compound-protein relationship available.

Structure

SMILES: C1CCCC2C(C123)C(CC3)OC4CCCCO4

Level: 1

Mol. Weight: 480.6 g/mol

Structure

SMILES: C1CCC(C123)C2CCCC3

Level: 0

Mol. Weight: 480.6 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 480.6 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.65
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.72
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.92

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.84
Plasma Protein Binding
73.39
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
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
10.1
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.51
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.24
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.4
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
-170.39
Rat (Acute)
2.94
Rat (Chronic Oral)
1.74
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
413.59
Hydration Free Energy
-2.6
Log(D) at pH=7.4
3.33
Log(P)
4.79
Log S
-5.63
Log(Vapor Pressure)
-7.46
Melting Point
130.85
pKa Acid
8.23
pKa Basic
3.79
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8006
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8006
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7737
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7737
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7241
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7241

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