Alpha-eudesmol (2-xylopyranoside 2-acetate) - Compound Card

Alpha-eudesmol (2-xylopyranoside 2-acetate)

Select a section from the left sidebar

Alpha-eudesmol (2-xylopyranoside 2-acetate)

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]1O)O)OC([C@@H]1CC[C@@]2(C(=C(C)CCC2)C1)C)(C)C
InChI InChI=1S/C22H36O6/c1-13-7-6-9-22(5)10-8-15(11-16(13)22)21(3,4)28-20-19(27-14(2)23)18(25)17(24)12-26-20/h15,17-20,24-25H,6-12H2,1-5H3/t15-,17-,18+,19-,20+,22-/m1/s1
InChIKey QNWIDTXODBSVCO-RAYWZDFNSA-N
Formula C22H36O6
HBA 6
HBD 2
MW 396.52
Rotatable Bonds 4
TPSA 85.22
LogP 3.1
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.86
Exact Mass 396.25
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Iphiona mucronata Asteraceae Plantae 2072397

Showing of synonyms

  • Ahmed AA (1990). Sesquiterpene xylosides from Iphiona mucronata. Journal of Natural Products,1990,53(4),1031-1033. [View]
Pubchem: 14756445
Nmrshiftdb2: 70060806

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 396.52 g/mol

Structure

SMILES: C1CCCC(C1=2)CCCC2

Level: 0

Mol. Weight: 396.52 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 396.52 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.52
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.66
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.56

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.58
Plasma Protein Binding
65.05
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
9.85
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.34
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.19
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.53
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
-8.26
Rat (Acute)
2.7
Rat (Chronic Oral)
2.14
Fathead Minnow
3.91
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
402.81
Hydration Free Energy
-7.32
Log(D) at pH=7.4
2.79
Log(P)
3.74
Log S
-3.93
Log(Vapor Pressure)
-7.07
Melting Point
140.94
pKa Acid
8.84
pKa Basic
5.36
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9126
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9126
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7949
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7949
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7288
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7288
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7255
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7255
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7006
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7006

Download SDF