(3S,6R)-cis-linalool-3,7-oxide-beta-D-glucopyranoside - Compound Card

(3S,6R)-cis-linalool-3,7-oxide-beta-D-glucopyranoside

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(3S,6R)-cis-linalool-3,7-oxide-beta-D-glucopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Glycosylated Monoterpene
Canonical Smiles OCC1OC(O[C@H]2CC[C@@](OC2(C)C)(C)C=C)C(C(C1O)O)O
InChI InChI=1S/C16H28O7/c1-5-16(4)7-6-10(15(2,3)23-16)22-14-13(20)12(19)11(18)9(8-17)21-14/h5,9-14,17-20H,1,6-8H2,2-4H3/t9?,10-,11?,12?,13?,14?,16+/m0/s1
InChIKey RHGDBFCADWPFBW-NBSJDFIHSA-N
Formula C16H28O7
HBA 7
HBD 4
MW 332.39
Rotatable Bonds 4
TPSA 108.61
LogP -0.29
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.88
Exact Mass 332.18
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Joannesia princeps Euphorbiaceae Plantae 179690

Showing of synonyms

  • Camero C, Temraz A, et al. (2017). Phytochemical study of Joannesia princeps Vell. (Euphorbiaceae) leaves.. Biochemical Systematics and Ecology, 2017, 70, 69-72. [View]

No compound-protein relationship available.

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 332.39 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 332.39 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.05
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.54
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.6

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.49
Plasma Protein Binding
32.05
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
2.74
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.16
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.15
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
-2.03
Rat (Acute)
2.2
Rat (Chronic Oral)
2.81
Fathead Minnow
2.75
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
374.33
Hydration Free Energy
-18.48
Log(D) at pH=7.4
0.57
Log(P)
0.67
Log S
-1.38
Log(Vapor Pressure)
-10.23
Melting Point
121.27
pKa Acid
8.02
pKa Basic
4.53
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 0.8918
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8460
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8291
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8231
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7867
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7827
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7782
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7047
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7037

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