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

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

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1,5,12-trihydroxy-5-O-(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)O)OC(=O)/C(=C/C)/C)/CC/C=C(/CO)\C)C)\C
InChI InChI=1S/C26H42O9/c1-6-19(5)25(32)35-24-21(15-29)34-26(23(31)22(24)30)33-20(9-7-8-17(3)14-28)13-18(4)12-16(2)10-11-27/h6,8,10,13,18,21-24,26-31H,7,9,11-12,14-15H2,1-5H3/b16-10+,17-8+,19-6+,20-13-
InChIKey KJKMDQPALCGGPF-VQMCJMLBSA-N
Formula C26H42O9
HBA 9
HBD 5
MW 498.61
Rotatable Bonds 13
TPSA 145.91
LogP 1.89
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.65
Exact Mass 498.28
Number of Lipinski Rule Violations 0
# 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: 498.61 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.2
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.820
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.31

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.870
Plasma Protein Binding
13.08
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
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.790
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.280
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.330
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.840
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
-125.740
Rat (Acute)
1.990
Rat (Chronic Oral)
3.160
Fathead Minnow
5.390
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
485.330
Hydration Free Energy
-3.230
Log(D) at pH=7.4
2.180
Log(P)
1.95
Log S
-2.95
Log(Vapor Pressure)
-9.37
Melting Point
93.94
pKa Acid
7.17
pKa Basic
4.35
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9799
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9799
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.8756
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.8756
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8704
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8704
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8650
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8650
Maltose/maltodextrin-binding periplasmic protein P0AEX9 MALE_ECOLI Escherichia coli 3 0.8272
Maltose/maltodextrin-binding periplasmic protein P0AEX9 MALE_ECOLI Escherichia coli 3 0.8272
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7830
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7830
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7772
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7772
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7626
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7626
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7557
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7557
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7471
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7471
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7284
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7284
Ferrichrome outer membrane transporter/phage receptor P06971 FHUA_ECOLI Escherichia coli 3 0.7228
Ferrichrome outer membrane transporter/phage receptor P06971 FHUA_ECOLI Escherichia coli 3 0.7228
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7217
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7217
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7205
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7205
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7137
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7137
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7114
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7114

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