6-[(1S,2S)-2,5-dihydroxy-4-oxo-2-phenyl-1,3-dihydronaphthalen-1-yl]-4-hydroxypyran-2-one

Details

• Internal ID: 7e304cab-d91f-438c-8356-5f94f7b037d0
• Taxonomy: Benzenoids > Naphthalenes > Phenylnaphthalenes
• IUPAC Name: 6-[(1S,2S)-2,5-dihydroxy-4-oxo-2-phenyl-1,3-dihydronaphthalen-1-yl]-4-hydroxypyran-2-one
• SMILES (Canonical): C1C(=O)C2=C(C=CC=C2O)C(C1(C3=CC=CC=C3)O)C4=CC(=CC(=O)O4)O
• SMILES (Isomeric): C1C(=O)C2=C(C=CC=C2O)[C@@H]([C@@]1(C3=CC=CC=C3)O)C4=CC(=CC(=O)O4)O
• InChI: InChI=1S/C21H16O6/c22-13-9-17(27-18(25)10-13)20-14-7-4-8-15(23)19(14)16(24)11-21(20,26)12-5-2-1-3-6-12/h1-10,20,22-23,26H,11H2/t20-,21-/m1/s1
• InChI Key: ANQCWAZGTFETKF-NHCUHLMSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₆O₆
• Molecular Weight: 364.30 g/mol
• Exact Mass: 364.09468823 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9393	93.93%
Caco-2	-	0.7227	72.27%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7865	78.65%
OATP2B1 inhibitior	-	0.5814	58.14%
OATP1B1 inhibitior	+	0.8910	89.10%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6327	63.27%
P-glycoprotein inhibitior	-	0.8337	83.37%
P-glycoprotein substrate	-	0.8404	84.04%
CYP3A4 substrate	+	0.5904	59.04%
CYP2C9 substrate	+	0.8468	84.68%
CYP2D6 substrate	-	0.8540	85.40%
CYP3A4 inhibition	-	0.8361	83.61%
CYP2C9 inhibition	+	0.5350	53.50%
CYP2C19 inhibition	-	0.9019	90.19%
CYP2D6 inhibition	-	0.9176	91.76%
CYP1A2 inhibition	-	0.9653	96.53%
CYP2C8 inhibition	+	0.5529	55.29%
CYP inhibitory promiscuity	-	0.9372	93.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9713	97.13%
Carcinogenicity (trinary)	Non-required	0.5291	52.91%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.7543	75.43%
Skin irritation	-	0.6233	62.33%
Skin corrosion	-	0.9471	94.71%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8106	81.06%
Micronuclear	+	0.8159	81.59%
Hepatotoxicity	+	0.6108	61.08%
skin sensitisation	-	0.9160	91.60%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5930	59.30%
Acute Oral Toxicity (c)	I	0.5214	52.14%
Estrogen receptor binding	+	0.6066	60.66%
Androgen receptor binding	+	0.8070	80.70%
Thyroid receptor binding	-	0.5865	58.65%
Glucocorticoid receptor binding	+	0.8143	81.43%
Aromatase binding	+	0.6070	60.70%
PPAR gamma	+	0.9060	90.60%
Honey bee toxicity	-	0.8623	86.23%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9262	92.62%

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	99.51%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.97%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.35%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.51%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.58%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.14%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.92%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.55%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.60%	86.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.71%	94.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.48%	94.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.22%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	84.13%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101173648
• LOTUS: LTS0148034
• wikiData: Q104915349