ChemicalBook > CAS DataBase List > Picrocrocin

Picrocrocin

Description Antitumor activity

Product Name: Picrocrocin
CAS No.: 138-55-6
Chemical Name: Picrocrocin
Synonyms: Picrocroin;Picrocrocin;Picrocroine;Safranbitter;Picrocrocine;Saffron-bitter;Picrocrocin USP/EP/BP;Picrocrocin Safranbitter;Picrocrocin, 10 mM in DMSO;(4S)-2,6,6-trimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy
CBNumber: CB51236201
Molecular Formula: C16H26O7
Formula Weight: 330.37
MOL File: 138-55-6.mol

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Picrocrocin Property

Melting point:: 196℃ (ethyl acetate )
alpha: D20 -58° (c = 0.6)
Boiling point:: 520.4±50.0 °C(Predicted)
Density: 1.31±0.1 g/cm3 (20 ºC 760 Torr)
storage temp.: 4°C, protect from light
solubility: Acetonitrile: Slightly Soluble
Methanol: Soluble
Water: Slightly Soluble
form: Solid
pka: 12.91±0.70(Predicted)
color: White to off-white
InChI: InChI=1/C16H26O7/c1-8-4-9(5-16(2,3)10(8)6-17)22-15-14(21)13(20)12(19)11(7-18)23-15/h6,9,11-15,18-21H,4-5,7H2,1-3H3/t9-,11-,12-,13+,14-,15-/s3
InChIKey: WMHJCSAICLADIN-LZYGGLMUNA-N
SMILES: [C@@H]1(O[C@H]2CC(C)(C)C(C=O)=C(C)C2)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O |&1:0,2,14,17,19,21,r|
LogP: -0.240 (est)

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC

Product number: P437610
Product name: Picrocrocin
Packaging: 1mg
Price: $185
Updated: 2021/12/16

Biosynth Carbosynth

Product number: MP156887
Product name: Picrocrocin
Packaging: 5mg
Price: $250
Updated: 2021/12/16

Biosynth Carbosynth

Product number: MP156887
Product name: Picrocrocin
Packaging: 10mg
Price: $400
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: PXT0003509
Product name: PICROCROCINE
Purity: 95.00%
Packaging: 5MG
Price: $499.6
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 72034
Product name: Picrocrocin
Packaging: 1mg
Price: $675
Updated: 2021/12/16

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Picrocrocin Chemical Properties,Usage,Production

Description

Picrocrocin, composing of safranal and glycoside, is one major compounds of saffron (Crocus sativus L. stigma), responsible for the bitter taste of saffron and a molecular marker of this spice, whose taste cannot be imitated from other spices or seasonings, and it can serve to identify true saffron. Saffron possesses various therapeutic activities such as antihypertensive, anticonvulsant, antitussive, antigenototoxic, anticancer, cytotoxic effects, anxiolytic, antioxidant, antidepressant, anti-inflammatory, and relaxant activity. As major bioactive compounds of saffron, picrocrocin also has some valuable medicinal properties similar as saffron, especially anticancer effect.

Antitumor activity

Picrocrocin as component of saffron displays same antitumor activity that have great potential for the prevention and treatment of various cancers through affecting cellular DNA and RNA synthesis and free radical scavenging activities of cancer. The experiments results for studying the effect of picrocrocin on proliferation of human tumoral cells (HeLa cell) in vitro showed that picrocrocin have a dose dependent inhibition of cell growth, and doses of picrocrocin inducing 50% inhibition of HeLa cell growth are 3 mM, in which picrocrocin have minor cytotoxicity for normal cells. Thus, picrocrocin can inhibit the growth of cancer cell. Other study results have showed that picrocrocin with highly bioaccessible could be transported quickly and reduced the proliferation of human adenocarcinoma and hepatocarcinoma cells.

Uses

Picrocrocin is a secondary metabolite of Saffron and has been found to be the taste component of saffron.

Definition

ChEBI: A beta-D-glucoside of beta-cyclocitral; the precursor of safranal. It is the compound most responsible for the bitter taste of saffron.

References

[1] MICHELE SPINELLI. Saffron Characterization by a Multidisciplinary Approach.[J]. Molecules, 2022, 28 1. DOI: 10.3390/molecules28010042
[2] GIANFRANCO DIRETTO. UGT709G1: a novel uridine diphosphate glycosyltransferase involved in the biosynthesis of picrocrocin, the precursor of safranal in saffron (Crocus sativus)[J]. New Phytologist, 2019, 224 2: 725-740. DOI: 10.1111/nph.16079
[3] JULIO ESCRIBANO . Crocin, safranal and picrocrocin from saffron (Crocus sativus L.) inhibit the growth of human cancer cells in vitro[J]. Cancer letters, 1996, 100 1: Pages 23-30. DOI: 10.1016/0304-3835(95)04067-6

Picrocrocin Preparation Products And Raw materials

Raw materials

Preparation Products

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Picrocrocin Suppliers

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View Lastest Price from Picrocrocin manufacturers

Career Henan Chemical Co

Product: picrocrocin 138-55-6
Price: US $1.00/kg
Min. Order: 1kg
Purity: 95%-99%
Supply Ability: 1000kg
Release date: 2018-12-25

138-55-6, PicrocrocinRelated Search:

1-[(2E,4E,6E,8E,10E,12E,14E)-b-D-glucopyranosyl 2,6,11,15-tetramethyl-2,4,6,8,10,12,14-hexadecaheptaenedioate] 6-O-b-D-glucopyranosyl-b-D-Glucopyranose 8,8'-DIAPOCAROTENEDIOIC ACID Quinine ISOCOLUMBIN methyl 12-methoxy-13-(17-methoxy-17-oxovobasan-3alpha-yl)ibogamine-18-carboxylate 1α-(β-D-Glucopyranosyloxy)-1,4a,5,6,7,7aα-hexahydro-4aα-hydroxy-7α-methyl-5-oxocyclopenta[c]pyran-4-carboxylic acid methyl ester B-D-GLUCOPYRANOSE LANOSTEROL thermospine Cassiaside B2 Polygalasaponin V 8-epidiosbulbin E acetate Hydroxy-β-sanshool brandioside CUCURBITACIN IIA Crocin SAFFRON Picrocrocin

Picrocrocin

(R)-4-(β-D-glucopyranosiloxy)-2,6,6-trimethyl-1-cyclohexene-1-carbaldehyde

(R)-4-(β-D-Glucopyranosyloxy)-2,6,6-trimethyl-1-cyclohexene-1-carbaldehyde

Saffron-bitter

Picrocrocine

1-Cyclohexene-1-carboxaldehyde,4-(b-D-glucopyranosyloxy)-2,6,6-triMethyl-,(4R)-

Safranbitter

(4S)-2,6,6-trimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-cyclohexene-1-carbaldehyde

Picrocrocin Safranbitter

1-Cyclohexene-1-carboxaldehyde, 4-(β-D-glucopyranosyloxy)-2,6,6-trimethyl-, (4R)-

Picrocrocin USP/EP/BP

Picrocroin

Picrocroine

(R)-2,6,6-Trimethyl-4-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)cyclohex-1-ene-1-carbaldehyde

Picrocrocin, 10 mM in DMSO

(4S)-2,6,6-trimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy

138-55-6

C16H26O7