Borneol 2-O-beta-D-glucopyranoside - Compound Card

Borneol 2-O-beta-D-glucopyranoside

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Borneol 2-O-beta-D-glucopyranoside

Structure
Zoomed Structure
  • Family: Asteraceae-Compositae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpene Glycoside
Canonical Smiles OCC1OC(O[C@H]2CC3C([C@]2(C)CC3)(C)C)C(C(C1O)O)O
InChI InChI=1S/C16H28O6/c1-15(2)8-4-5-16(15,3)10(6-8)22-14-13(20)12(19)11(18)9(7-17)21-14/h8-14,17-20H,4-7H2,1-3H3/t8?,9?,10-,11?,12?,13?,14?,16+/m0/s1
InChIKey JMCFZBXJPGDESD-ZATSILJASA-N
Formula C16H28O6
HBA 6
HBD 4
MW 316.39
Rotatable Bonds 3
TPSA 99.38
LogP 0.02
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 1.0
Exact Mass 316.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Asteriscus graveolens Asteraceae-Compositae Plantae 73976

Showing of synonyms

  • Achoub H, Mencherini T, et al. (2021). New sesquiterpenes from Asteriscus graveolens. Natural product research, 2021, 35(13), 2190-2198. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CC(C2)CC(C12)OC3CCCCO3

Level: 1

Mol. Weight: 196.29 g/mol

Structure

SMILES: C12CC(CC1)CC2

Level: 0

Mol. Weight: 96.17 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 86.13 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.98
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.66
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.63

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.69
Plasma Protein Binding
42.89
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
1.55
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.33
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.4
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.58
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
-0.18
Rat (Acute)
2.4
Rat (Chronic Oral)
2.81
Fathead Minnow
2.61
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
382.11
Hydration Free Energy
-15.94
Log(D) at pH=7.4
1.51
Log(P)
1.16
Log S
-1.93
Log(Vapor Pressure)
-10.22
Melting Point
170.98
pKa Acid
8.49
pKa Basic
6.44

No predicted protein targets found for this compound.

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