Carisson-(alpha-xylopyranoside-triacetate) - Compound Card

Carisson-(alpha-xylopyranoside-triacetate)

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Carisson-(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(=C(C)C(=O)CC2)C1)C)(C)C
InChI InChI=1S/C26H38O9/c1-14-19-12-18(8-10-26(19,7)11-9-20(14)30)25(5,6)35-24-23(34-17(4)29)22(33-16(3)28)21(13-31-24)32-15(2)27/h18,21-24H,8-13H2,1-7H3/t18-,21-,22+,23-,24+,26+/m1/s1
InChIKey RIFFTERCXPCOJS-IRILHORRSA-N
Formula C26H38O9
HBA 9
HBD 0
MW 494.58
Rotatable Bonds 6
TPSA 114.43
LogP 3.42
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.77
Exact Mass 494.25
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: 162816908
Nmrshiftdb2: 70060814

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OCC(C2)CCC(C2=3)CCC(=O)C3

Level: 1

Mol. Weight: 494.58 g/mol

Structure

SMILES: C1CCCC(C1=2)CCC(=O)C2

Level: 0

Mol. Weight: 494.58 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 494.58 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.5
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.69
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.04

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.52
Plasma Protein Binding
79.63
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
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
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
12.45
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.13
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.94
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.31
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
-137.88
Rat (Acute)
2.62
Rat (Chronic Oral)
2.25
Fathead Minnow
4.07
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
414.19
Hydration Free Energy
-2.66
Log(D) at pH=7.4
2.26
Log(P)
3.17
Log S
-4.95
Log(Vapor Pressure)
-7.39
Melting Point
124.33
pKa Acid
8.21
pKa Basic
3.44
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8804
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8804
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8798
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8798
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7647
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7647
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7607
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7607
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7463
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7463
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7389
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7389
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7375
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7375
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7364
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7364
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7247
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7247
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7218
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7218
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7163
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7163
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7119
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7119
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7076
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7076

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