1,5-Anhydro-1-(5,7-dihydroxy-2-methyl-4-oxo-4H-1-benzopyran-6-yl)hexitol

Details

• Internal ID: 3a3168d6-8619-4485-b83c-3594d737fbc1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 5,7-dihydroxy-2-methyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
• SMILES (Canonical): CC1=CC(=O)C2=C(O1)C=C(C(=C2O)C3C(C(C(C(O3)CO)O)O)O)O
• SMILES (Isomeric): CC1=CC(=O)C2=C(O1)C=C(C(=C2O)C3C(C(C(C(O3)CO)O)O)O)O
• InChI: InChI=1S/C16H18O9/c1-5-2-6(18)10-8(24-5)3-7(19)11(13(10)21)16-15(23)14(22)12(20)9(4-17)25-16/h2-3,9,12,14-17,19-23H,4H2,1H3
• InChI Key: XTZWWMZDVUKEDJ-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₉
• Molecular Weight: 354.31 g/mol
• Exact Mass: 354.09508215 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.97
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 2

Synonyms

• 1,5-Anhydro-1-(5,7-dihydroxy-2-methyl-4-oxo-4H-1-benzopyran-6-yl)hexitol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6908	69.08%
Caco-2	-	0.8728	87.28%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6674	66.74%
OATP2B1 inhibitior	-	0.5624	56.24%
OATP1B1 inhibitior	+	0.8424	84.24%
OATP1B3 inhibitior	+	0.9801	98.01%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9042	90.42%
P-glycoprotein inhibitior	-	0.8946	89.46%
P-glycoprotein substrate	-	0.8769	87.69%
CYP3A4 substrate	+	0.5426	54.26%
CYP2C9 substrate	-	0.6236	62.36%
CYP2D6 substrate	-	0.8468	84.68%
CYP3A4 inhibition	-	0.8584	85.84%
CYP2C9 inhibition	-	0.9039	90.39%
CYP2C19 inhibition	-	0.9232	92.32%
CYP2D6 inhibition	-	0.9605	96.05%
CYP1A2 inhibition	-	0.7896	78.96%
CYP2C8 inhibition	-	0.7875	78.75%
CYP inhibitory promiscuity	-	0.7398	73.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7151	71.51%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.7868	78.68%
Skin irritation	-	0.7901	79.01%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	+	0.5575	55.75%
Human Ether-a-go-go-Related Gene inhibition	-	0.5542	55.42%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8925	89.25%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8215	82.15%
Acute Oral Toxicity (c)	III	0.4784	47.84%
Estrogen receptor binding	+	0.5850	58.50%
Androgen receptor binding	+	0.6136	61.36%
Thyroid receptor binding	-	0.5903	59.03%
Glucocorticoid receptor binding	+	0.6085	60.85%
Aromatase binding	+	0.5245	52.45%
PPAR gamma	-	0.5479	54.79%
Honey bee toxicity	-	0.8826	88.26%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.7028	70.28%

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	98.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.23%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	96.00%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.11%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.81%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.12%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.01%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.44%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.71%	90.71%

Plants that contains it

• Abrus melanospermus subsp. melanospermus
• Baeckea frutescens
• Dryopteris crassirhizoma
• Kunzea ambigua
• Pancratium biflorum
• Syzygium aromaticum

Cross-Links

• PubChem: 5087647
• NPASS: NPC222130
• LOTUS: LTS0064840
• wikiData: Q105342026