3-beta-acetoxy-11-hydroxy-iso-iphioman-4-one-(alpha-xylopyranoside- triacetate) - Compound Card

3-beta-acetoxy-11-hydroxy-iso-iphioman-4-one-(alpha-xylopyranoside- triacetate)

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3-beta-acetoxy-11-hydroxy-iso-iphioman-4-one-(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)OC([C@@H]1CC[C@@]2([C@@](C1)(C(=O)C)[C@H](O)CC2)C)(C)C
InChI InChI=1S/C26H40O10/c1-14(27)26-12-18(8-10-25(26,7)11-9-20(26)31)24(5,6)36-23-22(35-17(4)30)21(34-16(3)29)19(13-32-23)33-15(2)28/h18-23,31H,8-13H2,1-7H3/t18-,19-,20-,21+,22-,23+,25+,26+/m1/s1
InChIKey JLHWZNYRZMQCJE-AIUFNOAXSA-N
Formula C26H40O10
HBA 10
HBD 1
MW 512.6
Rotatable Bonds 7
TPSA 134.66
LogP 2.47
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 36
Formal Charge 0
Fraction CSP3 0.85
Exact Mass 512.26
Number of Lipinski Rule Violations 1
# 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: 162816904
Nmrshiftdb2: 70060812

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OCC(C2)CCC(C23)CCC3

Level: 1

Mol. Weight: 512.6 g/mol

Structure

SMILES: C1CCC(C12)CCCC2

Level: 0

Mol. Weight: 512.6 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 512.6 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.7
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.75
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.88

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.37
Plasma Protein Binding
73.37
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
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
9.83
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.56
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.76
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.17
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
-219.58
Rat (Acute)
3.67
Rat (Chronic Oral)
2.14
Fathead Minnow
3.95
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
421.31
Hydration Free Energy
-2.63
Log(D) at pH=7.4
1.78
Log(P)
2.41
Log S
-4.45
Log(Vapor Pressure)
-8.21
Melting Point
140.79
pKa Acid
7.69
pKa Basic
2.86
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 4 0.8238
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 4 0.8238
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7784
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7784
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7155
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7155

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