(6R,7R)-7,9-dihydroxy-6-phenyl-6,7-dihydro-[1,3]dioxolo[4,5-g]chromen-8-one

Details

• Internal ID: cb23addf-8dbf-421a-a64d-94b875bd292b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones > Flavanonols
• IUPAC Name: (6R,7R)-7,9-dihydroxy-6-phenyl-6,7-dihydro-[1,3]dioxolo[4,5-g]chromen-8-one
• SMILES (Canonical): C1OC2=C(O1)C(=C3C(=C2)OC(C(C3=O)O)C4=CC=CC=C4)O
• SMILES (Isomeric): C1OC2=C(O1)C(=C3C(=C2)O[C@@H]([C@H](C3=O)O)C4=CC=CC=C4)O
• InChI: InChI=1S/C16H12O6/c17-12-11-9(6-10-16(13(11)18)21-7-20-10)22-15(14(12)19)8-4-2-1-3-5-8/h1-6,14-15,18-19H,7H2/t14-,15+/m0/s1
• InChI Key: WVADKXWSLHLDCL-LSDHHAIUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₆
• Molecular Weight: 300.26 g/mol
• Exact Mass: 300.06338810 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9455	94.55%
Caco-2	-	0.8058	80.58%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8322	83.22%
OATP2B1 inhibitior	-	0.8620	86.20%
OATP1B1 inhibitior	+	0.9069	90.69%
OATP1B3 inhibitior	+	0.8872	88.72%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7941	79.41%
P-glycoprotein inhibitior	-	0.5538	55.38%
P-glycoprotein substrate	-	0.9465	94.65%
CYP3A4 substrate	-	0.5460	54.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8226	82.26%
CYP3A4 inhibition	+	0.5998	59.98%
CYP2C9 inhibition	+	0.8211	82.11%
CYP2C19 inhibition	+	0.5194	51.94%
CYP2D6 inhibition	-	0.6831	68.31%
CYP1A2 inhibition	-	0.5351	53.51%
CYP2C8 inhibition	-	0.6624	66.24%
CYP inhibitory promiscuity	+	0.6864	68.64%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5447	54.47%
Eye corrosion	-	0.9912	99.12%
Eye irritation	+	0.8501	85.01%
Skin irritation	-	0.6180	61.80%
Skin corrosion	-	0.9546	95.46%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7522	75.22%
Micronuclear	+	0.8774	87.74%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8524	85.24%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5395	53.95%
Acute Oral Toxicity (c)	III	0.3669	36.69%
Estrogen receptor binding	+	0.6614	66.14%
Androgen receptor binding	+	0.5514	55.14%
Thyroid receptor binding	+	0.5810	58.10%
Glucocorticoid receptor binding	+	0.7157	71.57%
Aromatase binding	+	0.6213	62.13%
PPAR gamma	+	0.8446	84.46%
Honey bee toxicity	-	0.9029	90.29%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9479	94.79%

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	99.09%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.34%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.34%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.32%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.03%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.83%	99.23%
CHEMBL2581	P07339	Cathepsin D	86.51%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.45%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.14%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	80.47%	94.73%

Plants that contains it

• Pisonia aculeata

Cross-Links

• PubChem: 56666462
• NPASS: NPC42892
• LOTUS: LTS0180524
• wikiData: Q105313414