6-alpha-hydroxygeniposide - Compound Card

6-alpha-hydroxygeniposide

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6-alpha-hydroxygeniposide

Structure
Zoomed Structure
  • Family: Plantae - Rubiaceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Phenol Glycoside
Canonical Smiles OCC1=C[C@@H]([C@H]2[C@@H]1[C@@H](OC=C2C(=O)OC)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O
InChI InChI=1S/C17H24O11/c1-25-15(24)7-5-26-16(10-6(3-18)2-8(20)11(7)10)28-17-14(23)13(22)12(21)9(4-19)27-17/h2,5,8-14,16-23H,3-4H2,1H3/t8-,9+,10+,11-,12+,13-,14+,16-,17-/m0/s1
InChIKey WSGPLSDARZNMCW-FCVLBCLDSA-N
Formula C17H24O11
HBA 11
HBD 6
MW 404.37
Rotatable Bonds 5
TPSA 175.37
LogP -3.26
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.71
Exact Mass 404.13
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Canthium multiflorum Rubiaceae Plantae 271244

Showing of synonyms

  • Kouam SF, Ngouonpe AW, et al. (2013). Monoterpenes with antibacterial activities from a Cameroonian medicinal plant Canthium Multiflorum (Rubiaceae).. Fitoterapia,2013, 91, 199-204. [View] [PubMed]
Pubchem: 6325021
Nmrshiftdb2: 60072999

No compound-protein relationship available.

Structure

SMILES: C1=CCC(C12)C=COC2OC3CCCCO3

Level: 1

Mol. Weight: 404.37 g/mol

Structure

SMILES: C1=CCC(C12)C=COC2

Level: 0

Mol. Weight: 404.37 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 404.37 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.76
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
Substrate
Skin Permeability
-1.49

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.56
Plasma Protein Binding
48.86
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
4.58
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.39
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.95
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.66
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
-14.04
Rat (Acute)
2.49
Rat (Chronic Oral)
3.43
Fathead Minnow
3.24
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
476.6
Hydration Free Energy
-13.38
Log(D) at pH=7.4
-0.88
Log(P)
-2.16
Log S
-0.86
Log(Vapor Pressure)
-13.21
Melting Point
163.28
pKa Acid
3.92
pKa Basic
3.56
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.9364
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.8549
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8045

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