15-acetoxy-gamma-eudesmol-(alpha-xylopyranoside-triacetate) - Compound Card

15-acetoxy-gamma-eudesmol-(alpha-xylopyranoside-triacetate)

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15-acetoxy-gamma-eudesmol-(alpha-xylopyranoside-triacetate)

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene Glycoside
Canonical Smiles OCC1=C2C[C@@H](CC[C@]2(CCC1)C)C(O[C@@H]1OC[C@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C)(C)C
InChI InChI=1S/C26H40O9/c1-15(28)32-21-14-31-24(23(34-17(3)30)22(21)33-16(2)29)35-25(4,5)19-9-11-26(6)10-7-8-18(13-27)20(26)12-19/h19,21-24,27H,7-14H2,1-6H3/t19-,21-,22+,23-,24+,26-/m1/s1
InChIKey VOZNBQLIGQEEPQ-YWSZBWRTSA-N
Formula C26H40O9
HBA 9
HBD 1
MW 496.6
Rotatable Bonds 7
TPSA 117.59
LogP 3.21
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.81
Exact Mass 496.27
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Iphiona scabra Asteraceae Plantae 211591

Showing of synonyms

  • El-Ghazouly MG, El-Seeakhy NA, et al. (1987). Sesquiterpene xylosides from Iphiona scabra. Phytochemistry,1987,26,439-443. [View]
Pubchem: 162816912
Nmrshiftdb2: 70060810

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OCC(C2)CCC(C2=3)CCCC3

Level: 1

Mol. Weight: 496.6 g/mol

Structure

SMILES: C1CCCC(C1=2)CCCC2

Level: 0

Mol. Weight: 496.6 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 496.6 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.75
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.73
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.25

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.53
Plasma Protein Binding
66.57
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
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
11.46
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.0
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.62
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
7.4
Micronucleos
Toxic
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
-157.15
Rat (Acute)
3.08
Rat (Chronic Oral)
2.28
Fathead Minnow
3.93
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
424.53
Hydration Free Energy
-2.63
Log(D) at pH=7.4
2.21
Log(P)
3.43
Log S
-4.92
Log(Vapor Pressure)
-7.75
Melting Point
125.15
pKa Acid
8.45
pKa Basic
4.31
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.7395
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.7395
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7348
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7348
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7337
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7337
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7137
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7137

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