(5R,6R,7S)-7-(2-hydroxypropan-2-yl)-6-phenyl-5,6,7,8-tetrahydronaphthalene-1,3,5-triol

Details

• Internal ID: 303bf8e2-bd9b-47a7-ba54-4f89141abdb8
• Taxonomy: Benzenoids > Naphthalenes > Phenylnaphthalenes
• IUPAC Name: (5R,6R,7S)-7-(2-hydroxypropan-2-yl)-6-phenyl-5,6,7,8-tetrahydronaphthalene-1,3,5-triol
• SMILES (Canonical): CC(C)(C1CC2=C(C=C(C=C2O)O)C(C1C3=CC=CC=C3)O)O
• SMILES (Isomeric): CC(C)([C@H]1CC2=C(C=C(C=C2O)O)[C@@H]([C@H]1C3=CC=CC=C3)O)O
• InChI: InChI=1S/C19H22O4/c1-19(2,23)15-10-13-14(8-12(20)9-16(13)21)18(22)17(15)11-6-4-3-5-7-11/h3-9,15,17-18,20-23H,10H2,1-2H3/t15-,17-,18-/m0/s1
• InChI Key: WDXBOHJRAQAARY-SZMVWBNQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₄
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.15180918 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.86
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	-	0.7241	72.41%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7763	77.63%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.9066	90.66%
OATP1B3 inhibitior	+	0.9125	91.25%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9002	90.02%
P-glycoprotein inhibitior	-	0.8815	88.15%
P-glycoprotein substrate	-	0.8049	80.49%
CYP3A4 substrate	-	0.5289	52.89%
CYP2C9 substrate	+	0.6324	63.24%
CYP2D6 substrate	+	0.4155	41.55%
CYP3A4 inhibition	-	0.6649	66.49%
CYP2C9 inhibition	+	0.6719	67.19%
CYP2C19 inhibition	+	0.6296	62.96%
CYP2D6 inhibition	-	0.8263	82.63%
CYP1A2 inhibition	+	0.7378	73.78%
CYP2C8 inhibition	+	0.7641	76.41%
CYP inhibitory promiscuity	+	0.6187	61.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8411	84.11%
Carcinogenicity (trinary)	Non-required	0.6264	62.64%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8134	81.34%
Skin irritation	-	0.6828	68.28%
Skin corrosion	-	0.8255	82.55%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7740	77.40%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7880	78.80%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5683	56.83%
Acute Oral Toxicity (c)	III	0.7546	75.46%
Estrogen receptor binding	+	0.6664	66.64%
Androgen receptor binding	+	0.5599	55.99%
Thyroid receptor binding	+	0.6697	66.97%
Glucocorticoid receptor binding	+	0.6174	61.74%
Aromatase binding	+	0.6461	64.61%
PPAR gamma	+	0.8165	81.65%
Honey bee toxicity	-	0.9149	91.49%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9946	99.46%

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	98.37%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.76%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.40%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.54%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.71%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	87.99%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.70%	89.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.64%	94.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.74%	95.89%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	83.29%	97.23%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.47%	90.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.97%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.52%	93.56%

Plants that contains it

• Carex distachya

Cross-Links

• PubChem: 102410413
• LOTUS: LTS0193039
• wikiData: Q105302743