6,7-dihydroxy-dihydrolinalool 7-O-beta-glucopyranoside - Compound Card

6,7-dihydroxy-dihydrolinalool 7-O-beta-glucopyranoside

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6,7-dihydroxy-dihydrolinalool 7-O-beta-glucopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Apocynaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpene Glycoside
Canonical Smiles OCC1O[C@@](O)(OC([C@H](CCC(C=C)(O)C)O)(C)C)[C@H](C([C@@H]1O)O)O
InChI InChI=1S/C16H30O9/c1-5-15(4,22)7-6-10(18)14(2,3)25-16(23)13(21)12(20)11(19)9(8-17)24-16/h5,9-13,17-23H,1,6-8H2,2-4H3/t9?,10-,11+,12?,13-,15?,16+/m0/s1
InChIKey LKIVYIWNTFILRN-YGTZHPSMSA-N
Formula C16H30O9
HBA 9
HBD 7
MW 366.41
Rotatable Bonds 8
TPSA 160.07
LogP -2.02
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.88
Exact Mass 366.19
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Solenostemma argel Apocynaceae Plantae 219273

Showing of synonyms

  • Kamel MS, Ohtani K, et al. (2000). Monoterpene and pregnane glucosides from Solenostemma argel. Phytochemistry,2000,53(8),937-940. [View] [PubMed]
Pubchem: 162817504
Nmrshiftdb2: 70086611

No compound-protein relationship available.

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 366.41 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.27
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.21
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.3

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.45
Plasma Protein Binding
53.43
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
3.25
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.21
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.25
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.07
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
-3.17
Rat (Acute)
2.28
Rat (Chronic Oral)
3.0
Fathead Minnow
1.75
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
457.81
Hydration Free Energy
-18.61
Log(D) at pH=7.4
-0.97
Log(P)
-1.61
Log S
-0.96
Log(Vapor Pressure)
-14.19
Melting Point
122.97
pKa Acid
4.68
pKa Basic
7.15
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.9001
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.9001
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8985
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8985
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.8261
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.8261
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7794
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7794
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7650
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7650
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7571
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7571
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7545
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7545
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 4 0.7380
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 4 0.7380
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7282
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7282
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7056
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7056

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