Alpha-terpinol-8-O-beta-D-glucoside - Compound Card

Alpha-terpinol-8-O-beta-D-glucoside

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Alpha-terpinol-8-O-beta-D-glucoside

Structure
Zoomed Structure
  • Family: Plantae - Lamiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpene Glucoside
Canonical Smiles OCC1O[C@H](OC(C2CCC(=CC2)C)(C)C)[C@@H](C([C@H]1O)O)O
InChI InChI=1S/C16H28O6/c1-9-4-6-10(7-5-9)16(2,3)22-15-14(20)13(19)12(18)11(8-17)21-15/h4,10-15,17-20H,5-8H2,1-3H3/t10?,11?,12-,13?,14+,15+/m0/s1
InChIKey NZNWCYFBFHHMLM-OKNJQRBNSA-N
Formula C16H28O6
HBA 6
HBD 4
MW 316.39
Rotatable Bonds 4
TPSA 99.38
LogP 0.33
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.88
Exact Mass 316.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Saccocalyx saturejoides Lamiaceae Plantae 751886

Showing of synonyms

  • Kherkhache H, Benabdelaziz I, et al. (2020). A new indole alkaloid, antioxidant and antibacterial activities of crude extracts from Saccocalyx satureioides. Natural product research, 2020, 34(11), 1528-1534. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CC=CCC1COC2CCCCO2

Level: 1

Mol. Weight: 316.39 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 316.39 g/mol

Structure

SMILES: C1=CCCCC1

Level: 0

Mol. Weight: 316.39 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.14
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.42
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.96

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.57
Plasma Protein Binding
46.72
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
1.9
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.26
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.28
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.45
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
-0.74
Rat (Acute)
1.92
Rat (Chronic Oral)
2.75
Fathead Minnow
2.84
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
385.38
Hydration Free Energy
-18.59
Log(D) at pH=7.4
1.07
Log(P)
1.46
Log S
-1.91
Log(Vapor Pressure)
-10.01
Melting Point
146.06
pKa Acid
8.34
pKa Basic
5.55
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8346
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8218
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.8148
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7956
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7895
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7609
Beta-glucosidase A Q08638 BGLA_THEMA Thermotoga maritima 3 0.7496
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7328
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7181
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7124
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7061

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