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[ CAS No. 2732-18-5 ] {[proInfo.proName]}

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Chemical Structure| 2732-18-5
Chemical Structure| 2732-18-5
Structure of 2732-18-5 * Storage: {[proInfo.prStorage]}

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Product Citations

Product Citations

Uchida, Kai ; Akashi, Tomoyoshi ; Hirai, Masami Yokota DOI: PubMed ID:

Abstract: Xanthones are compounds with a di-Ph ether skeleton mainly found in plants and often glycosylated at carbon atoms. Although many C-glycosyltransferases (CGTs) participating in flavone C-glycosylation have been identified, MiCGT from Mangifera indica, adding sugar to an open-chain benzophenone skeleton, is the only identified xanthone biosynthesis-related CGT. Here, we identified two CGTs from Hypericum perforatum that add sugar to the closed-ring xanthone, but not benzophenone. These CGTs catalyze sugar transfer to the C-4 position of norathyriol (1,3,6,7-tetrahydroxyxanthone) to form isomangiferin (1,3,6,7-tetrahydroxyxanthone 4-C-glucoside), a major xanthone C-glucoside. This is the first study to report CGTs that mediate the direct C-glycosylation of xanthone.

Keywords: Hypericum perforatum ; C-glycosyltransferase ; isomangiferin ; norathyriol

Purchased from AmBeed: 2732-18-5

Product Details of [ 2732-18-5 ]

CAS No. :2732-18-5 MDL No. :MFCD00488354
Formula : C9H6O4 Boiling Point : -
Linear Structure Formula :- InChI Key :KIQQFVJHWNCGAU-UHFFFAOYSA-N
M.W : 178.14 Pubchem ID :5324654
Synonyms :
Chemical Name :5,7-Dihydroxy-2H-chromen-2-one

Calculated chemistry of [ 2732-18-5 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 10
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 4.0
Num. H-bond donors : 2.0
Molar Refractivity : 46.53
TPSA : 70.67 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.53 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.11
Log Po/w (XLOGP3) : 1.2
Log Po/w (WLOGP) : 1.2
Log Po/w (MLOGP) : 0.45
Log Po/w (SILICOS-IT) : 1.46
Consensus Log Po/w : 1.09

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.27
Solubility : 0.957 mg/ml ; 0.00537 mol/l
Class : Soluble
Log S (Ali) : -2.28
Solubility : 0.934 mg/ml ; 0.00524 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.46
Solubility : 0.619 mg/ml ; 0.00348 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.64

Safety of [ 2732-18-5 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:
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