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

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

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1,5,12-trihydroxy-5-O-(3'-O-acetyl-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(C1O)OC(=O)C)OC(=O)/C(=C/C)/C)/CC/C=C(/CO)\C)C)\C
InChI InChI=1S/C28H44O10/c1-7-20(5)27(34)38-25-23(16-31)37-28(24(33)26(25)35-21(6)32)36-22(10-8-9-18(3)15-30)14-19(4)13-17(2)11-12-29/h7,9,11,14,19,23-26,28-31,33H,8,10,12-13,15-16H2,1-6H3/b17-11+,18-9+,20-7+,22-14-
InChIKey GTNXVWBJKTWJFQ-ANVAVGRQSA-N
Formula C28H44O10
HBA 10
HBD 4
MW 540.65
Rotatable Bonds 14
TPSA 151.98
LogP 2.46
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 38
Formal Charge 0
Fraction CSP3 0.64
Exact Mass 540.29
Number of Lipinski Rule Violations 1
# 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: 540.65 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.94
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.82
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.84

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.8
Plasma Protein Binding
8.06
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
9.09
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.68
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.83
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.0
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
-472.78
Rat (Acute)
2.2
Rat (Chronic Oral)
2.84
Fathead Minnow
6.21
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
461.51
Hydration Free Energy
-2.95
Log(D) at pH=7.4
2.08
Log(P)
2.51
Log S
-3.59
Log(Vapor Pressure)
-8.81
Melting Point
75.53
pKa Acid
7.63
pKa Basic
2.88
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.8444
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.8444
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8252
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8252
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8154
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8154
Maltose/maltodextrin-binding periplasmic protein P0AEX9 MALE_ECOLI Escherichia coli 3 0.8062
Maltose/maltodextrin-binding periplasmic protein P0AEX9 MALE_ECOLI Escherichia coli 3 0.8062
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7553
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7553
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7496
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7496
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7432
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7432
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7367
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7367
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7352
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7352
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7343
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7343
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7267
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7267
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7223
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7223
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7209
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7209
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7202
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7202
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7084
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7084
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7064
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7064
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7033
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7033
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7032
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7032

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