(1R,2R,3R ,6R,7R)-1,2,3,6,7-pentahydroxy-1-acetoxy-bisabol-10(11)-ene - Compound Card

(1R,2R,3R ,6R,7R)-1,2,3,6,7-pentahydroxy-1-acetoxy-bisabol-10(11)-ene

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(1R,2R,3R ,6R,7R)-1,2,3,6,7-pentahydroxy-1-acetoxy-bisabol-10(11)-ene

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sequiterpene Lactone
Canonical Smiles CC(=CCC[C@]([C@@]1(O)CC[C@@]([C@@H]([C@H]1OC(=O)C)O)(C)O)(O)C)C
InChI InChI=1S/C17H30O6/c1-11(2)7-6-8-16(5,21)17(22)10-9-15(4,20)13(19)14(17)23-12(3)18/h7,13-14,19-22H,6,8-10H2,1-5H3/t13-,14-,15-,16-,17-/m1/s1
InChIKey KNFIGEXUOBWKSE-WRQOLXDDSA-N
Formula C17H30O6
HBA 6
HBD 4
MW 330.42
Rotatable Bonds 5
TPSA 107.22
LogP 1.05
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.82
Exact Mass 330.2
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Matricaria aurea Asteraceae Plantae 1824872

Showing of synonyms

  • Ahmed AA, Elela MAA (1999). Highly oxygenated bisabolenes and an acetylene from Matricaria aurea. Phytochemistry,1999,51,551-554. [View] [PubMed]
Pubchem: 10758814
Nmrshiftdb2: 70105828

No compound-protein relationship available.

Structure

SMILES: C1CCCCC1

Level: 0

Mol. Weight: 330.42 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.9
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.8
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.88

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.2
Plasma Protein Binding
59.31
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
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
2.99
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.29
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.54
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.9
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
-2.84
Rat (Acute)
2.1
Rat (Chronic Oral)
2.57
Fathead Minnow
4.03
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
347.63
Hydration Free Energy
-12.62
Log(D) at pH=7.4
0.62
Log(P)
1.73
Log S
-2.16
Log(Vapor Pressure)
-7.19
Melting Point
133.27
pKa Acid
6.8
pKa Basic
6.57
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8509
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8509
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7784
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7784
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7303
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7303

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