6-Hydroxy-2-methyl-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 790d464d-c0a1-48a0-9001-a4fa857a7942
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 6-hydroxy-2-methyl-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1=CC(=O)C2=CC(=C(C=C2O1)OC3C(C(C(C(O3)CO)O)O)O)O
• SMILES (Isomeric): CC1=CC(=O)C2=CC(=C(C=C2O1)OC3C(C(C(C(O3)CO)O)O)O)O
• InChI: InChI=1S/C16H18O9/c1-6-2-8(18)7-3-9(19)11(4-10(7)23-6)24-16-15(22)14(21)13(20)12(5-17)25-16/h2-4,12-17,19-22H,5H2,1H3
• InChI Key: RWJNZXADBICLRQ-UHFFFAOYSA-N
• Popularity: 0 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): 146.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.01
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5561	55.61%
Caco-2	-	0.9021	90.21%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6195	61.95%
OATP2B1 inhibitior	-	0.5627	56.27%
OATP1B1 inhibitior	+	0.9246	92.46%
OATP1B3 inhibitior	+	0.9627	96.27%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8902	89.02%
P-glycoprotein inhibitior	-	0.9182	91.82%
P-glycoprotein substrate	-	0.8333	83.33%
CYP3A4 substrate	+	0.5433	54.33%
CYP2C9 substrate	-	0.8427	84.27%
CYP2D6 substrate	-	0.8591	85.91%
CYP3A4 inhibition	-	0.9351	93.51%
CYP2C9 inhibition	-	0.9441	94.41%
CYP2C19 inhibition	-	0.9268	92.68%
CYP2D6 inhibition	-	0.9507	95.07%
CYP1A2 inhibition	-	0.8659	86.59%
CYP2C8 inhibition	-	0.8013	80.13%
CYP inhibitory promiscuity	-	0.8021	80.21%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6996	69.96%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.8609	86.09%
Skin irritation	-	0.8140	81.40%
Skin corrosion	-	0.9645	96.45%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6712	67.12%
Micronuclear	+	0.5933	59.33%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9073	90.73%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7544	75.44%
Acute Oral Toxicity (c)	III	0.6235	62.35%
Estrogen receptor binding	+	0.5578	55.78%
Androgen receptor binding	-	0.4838	48.38%
Thyroid receptor binding	-	0.5481	54.81%
Glucocorticoid receptor binding	+	0.6719	67.19%
Aromatase binding	+	0.6102	61.02%
PPAR gamma	-	0.5389	53.89%
Honey bee toxicity	-	0.8730	87.30%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7950	79.50%
Fish aquatic toxicity	+	0.7880	78.80%

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	98.59%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	95.68%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.98%	94.00%
CHEMBL2581	P07339	Cathepsin D	93.82%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.24%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.44%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.98%	96.21%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.16%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.69%	99.17%
CHEMBL1937	Q92769	Histone deacetylase 2	81.84%	94.75%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.75%	83.57%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.34%	99.23%

Plants that contains it

• Rhododendron collettianum

Cross-Links

• PubChem: 163018522
• LOTUS: LTS0197038
• wikiData: Q105246541