Hydroxysafflor Yellow A

Details

• Internal ID: ea8b2812-9f47-4749-9642-95fdca2f69d8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
• IUPAC Name: (6E)-2,5-dihydroxy-6-[(E)-1-hydroxy-3-(4-hydroxyphenyl)prop-2-enylidene]-2,4-bis[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-4-ene-1,3-dione
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=C2C(=C(C(=O)C(C2=O)(C3C(C(C(C(O3)CO)O)O)O)O)C4C(C(C(C(O4)CO)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/C(=C\2/C(=C(C(=O)C(C2=O)([C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)/O)O
• InChI: InChI=1S/C27H32O16/c28-7-12-16(32)19(35)21(37)23(42-12)15-18(34)14(11(31)6-3-9-1-4-10(30)5-2-9)24(39)27(41,25(15)40)26-22(38)20(36)17(33)13(8-29)43-26/h1-6,12-13,16-17,19-23,26,28-38,41H,7-8H2/b6-3+,14-11+/t12-,13-,16-,17-,19+,20+,21-,22-,23+,26-,27?/m1/s1
• InChI Key: IAVUBSCVWHLRGE-UXEKTNMQSA-N
• Popularity: 247 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₁₆
• Molecular Weight: 612.50 g/mol
• Exact Mass: 612.16903493 g/mol
• Topological Polar Surface Area (TPSA): 295.00 Ų
• XlogP: -3.50
• Atomic LogP (AlogP): -4.40
• H-Bond Acceptor: 16
• H-Bond Donor: 12
• Rotatable Bonds: 6

Synonyms

• Safflomin A
• 78281-02-4
• HSYA
• HI7O919OYZ
• 146087-19-6
• (6E)-2,5-dihydroxy-6-[(E)-1-hydroxy-3-(4-hydroxyphenyl)prop-2-enylidene]-2,4-bis[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-4-ene-1,3-dione
• C27H32O16
• 2,5-Cyclohexadien-1-one, 2,4-di-beta-D-glucopyranosyl-3,4,5-trihydroxy-6-((2E)-3-(4-hydroxyphenyl)-1-oxo-2-propenyl)-
• Hydroxy safflor yellow A
• C27-H32-O16
• UNII-HI7O919OYZ
• SCHEMBL21315816
• CHEBI:139030
• DTXSID801031226
• HY-N0567
• s9061
• AKOS037514823
• CCG-270235
• CCG-270236
• CS-4544
• PD087332
• LS-185836
• W-201291
• 2,4-Di-b-D-glucopyranosyl-3,4,5-trihydroxy-6-[(2E)-3-(4-hydroxyphenyl-1-oxo-2-propen-1-yl)-2,5-cyclohexadien-1-one
• 2,4-di-beta-D-glucopyranosyl-3,4,5-trihydroxy-6-[(2E)-3-(4-hydroxyphenyl-1-oxo-2-propen-1-yl)]-2,5-cyclohexadien-1-one
• 2,4-di-beta-D-glucopyranosyl-3,4,5-trihydroxy-6-[(2E)-3-(4-hydroxyphenyl-1-oxo-prop-2-en-1-yl)]cyclohexa-2,5-dien-1-one
• 2,5-CYCLOHEXADIEN-1-ONE, 2,4-DI-.BETA.-D-GLUCOPYRANOSYL-3,4,5-TRIHYDROXY-6-((2E)-3-(4-HYDROXYPHENYL)-1-OXO-2-PROPEN-1-YL)-
• 2-Hydroxy-4-(€-3-(4-hydroxyphenyl)acryloyl)-2-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-6-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethy, AldrichCPR
• 855782-18-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4925	49.25%
Caco-2	-	0.9026	90.26%
Blood Brain Barrier	-	0.5879	58.79%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6948	69.48%
OATP2B1 inhibitior	-	0.5676	56.76%
OATP1B1 inhibitior	+	0.8311	83.11%
OATP1B3 inhibitior	+	0.9675	96.75%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6054	60.54%
P-glycoprotein inhibitior	-	0.5364	53.64%
P-glycoprotein substrate	-	0.7523	75.23%
CYP3A4 substrate	+	0.5763	57.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8594	85.94%
CYP3A4 inhibition	-	0.8977	89.77%
CYP2C9 inhibition	-	0.7578	75.78%
CYP2C19 inhibition	-	0.7948	79.48%
CYP2D6 inhibition	-	0.9309	93.09%
CYP1A2 inhibition	-	0.8862	88.62%
CYP2C8 inhibition	+	0.5722	57.22%
CYP inhibitory promiscuity	-	0.7590	75.90%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6328	63.28%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9015	90.15%
Skin irritation	-	0.8040	80.40%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.6724	67.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7643	76.43%
Micronuclear	-	0.5141	51.41%
Hepatotoxicity	-	0.5717	57.17%
skin sensitisation	-	0.7723	77.23%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.6480	64.80%
Acute Oral Toxicity (c)	III	0.4998	49.98%
Estrogen receptor binding	+	0.7509	75.09%
Androgen receptor binding	+	0.6046	60.46%
Thyroid receptor binding	-	0.5953	59.53%
Glucocorticoid receptor binding	-	0.6066	60.66%
Aromatase binding	+	0.6412	64.12%
PPAR gamma	+	0.6961	69.61%
Honey bee toxicity	-	0.7996	79.96%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7425	74.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.97%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	95.07%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.08%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.40%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.06%	91.71%
CHEMBL2581	P07339	Cathepsin D	89.81%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.57%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.69%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.77%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.65%	95.93%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.96%	94.62%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.57%	94.23%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.12%	89.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.64%	96.09%

Plants that contains it

• Carthamus tinctorius
• Rhodiola chrysanthemifolia subsp. sacra

Cross-Links

• PubChem: 6443665
• NPASS: NPC79316
• LOTUS: LTS0029511
• wikiData: Q104250523