1,5,12-trihydroxy-5-O-(2',3'-O-diacetyl-4'-O-angeloyl-beta-D-glucopyranosyl)-farsenol - Compound Card

1,5,12-trihydroxy-5-O-(2',3'-O-diacetyl-4'-O-angeloyl-beta-D-glucopyranosyl)-farsenol

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1,5,12-trihydroxy-5-O-(2',3'-O-diacetyl-4'-O-angeloyl-beta-D-glucopyranosyl)-farsenol

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene Glycoside
Canonical Smiles OC/C=C(/CC(/C=C(\OC1OC(CO)C(C(C1OC(=O)C)OC(=O)C)OC(=O)/C(=C/C)/C)/CC/C=C(/CO)\C)C)\C
InChI InChI=1S/C30H46O11/c1-8-21(5)29(36)41-26-25(17-33)40-30(28(38-23(7)35)27(26)37-22(6)34)39-24(11-9-10-19(3)16-32)15-20(4)14-18(2)12-13-31/h8,10,12,15,20,25-28,30-33H,9,11,13-14,16-17H2,1-7H3/b18-12+,19-10+,21-8+,24-15-
InChIKey FZSAVXBBXSFKRK-FFCOKCSZSA-N
Formula C30H46O11
HBA 11
HBD 3
MW 582.69
Rotatable Bonds 15
TPSA 158.05
LogP 3.03
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 41
Formal Charge 0
Fraction CSP3 0.63
Exact Mass 582.3
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Asteriscus pygmaeus Asteraceae Plantae 56520

Showing of synonyms

  • Ahmed AA (1992). Farnesol and thymol derivatives from Asteriscus pygmaeus.. Journal of Natural Products,1992,55(6),824-827. [View]

No compound-protein relationship available.

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 582.69 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.89
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.76
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.26

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.73
Plasma Protein Binding
5.68
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
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
9.49
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.52
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.16
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
8.09
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
-1758.78
Rat (Acute)
2.23
Rat (Chronic Oral)
2.69
Fathead Minnow
10.74
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
431.64
Hydration Free Energy
-2.92
Log(D) at pH=7.4
2.12
Log(P)
3.28
Log S
-4.2
Log(Vapor Pressure)
-8.67
Melting Point
66.94
pKa Acid
8.52
pKa Basic
2.0
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.9088
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.9088
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.9062
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.9062
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8669
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8669
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7362
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7362
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7007
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7007

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