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Picrocrocin

Picrocrocin structure

CAS No:
138-55-6
Formula:
C16H26O7
Chemical Name:
Picrocrocin
Synonyms:
1-Cyclohexene-1-carboxaldehyde,4-(β-D-glucopyranosyloxy)-2,6,6-trimethyl-,(4R)-;1-Cyclohexene-1-carboxaldehyde,4-(β-D-glucopyranosyloxy)-2,6,6-trimethyl-,(R)-;(4R)-4-(β-D-Glucopyranosyloxy)-2,6,6-trimethyl-1-cyclohexene-1-carboxaldehyde;Saffron-bitter;Picrocrocin;Picrocrocine;39465-20-8
Categories:
Biochemical Engineering > Chinese Herbs

Description

Picrocrocin, an apocarotenoid found in the flowers of Cochliobolus sativus. Picrocrocin shows anticancer effect. Picrocrocin exhibits growth inhibitory effects against SKMEL-2 human malignant melanoma cells[1].

Picrocrocin is a beta-D-glucoside of beta-cyclocitral; the precursor of safranal. It is the compound most responsible for the bitter taste of saffron. It derives from a beta-cyclocitral.

Picrocrocin Basic Attributes

Molecular Weight：

330.377

Exact Mass：

330.37

UNII：

ON5B022511

DSSTox ID：

DTXSID40160450

Characteristics

PSA：

116

XLogP3：

-0.5

Density：

1.31g/cm3

Melting Point：

196 °C @ Solvent: Ethyl acetate

Boiling Point：

520.4ºC at 760mmHg

Flash Point：

187.1ºC

Refractive Index：

1.561

Water Solubility：

H2O: Sparingly soluble (24 g/L) (25 ºC)

Vapor Pressure：

5.27E-13mmHg at 25°C

Specific rotation：

D20 -58° (c = 0.6)

Drug Information

MeSH Entry Terms：

4-(beta-D-glucopyranosyloxy)-2,6,6-trimethyl-1-cyclohexene-1-carboxaldehyde

Computed Properties

Molecular Weight:330.37
XLogP3:-0.5
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:4
Exact Mass:330.16785316
Monoisotopic Mass:330.16785316
Topological Polar Surface Area:116
Heavy Atom Count:23
Complexity:473
Defined Atom Stereocenter Count:6
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of Picrocrocin

Description
Basic Attributes
Characteristics
Drug Information
Computed Properties
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