(2S,3S)-3-Hydroxy-1,4-diphenylbutan-2-yl-acetate

Details

• Internal ID: e61882c6-440a-4b37-8e13-043cc3c927ab
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: [(2S,3S)-3-hydroxy-1,4-diphenylbutan-2-yl] acetate
• SMILES (Canonical): CC(=O)OC(CC1=CC=CC=C1)C(CC2=CC=CC=C2)O
• SMILES (Isomeric): CC(=O)O[C@@H](CC1=CC=CC=C1)[C@H](CC2=CC=CC=C2)O
• InChI: InChI=1S/C18H20O3/c1-14(19)21-18(13-16-10-6-3-7-11-16)17(20)12-15-8-4-2-5-9-15/h2-11,17-18,20H,12-13H2,1H3/t17-,18-/m0/s1
• InChI Key: DWBPKQIMIXQDKF-ROUUACIJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₃
• Molecular Weight: 284.30 g/mol
• Exact Mass: 284.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	+	0.8354	83.54%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8550	85.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9566	95.66%
OATP1B3 inhibitior	+	0.9028	90.28%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5590	55.90%
P-glycoprotein inhibitior	-	0.7879	78.79%
P-glycoprotein substrate	-	0.9308	93.08%
CYP3A4 substrate	-	0.6297	62.97%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	-	0.8035	80.35%
CYP3A4 inhibition	-	0.9245	92.45%
CYP2C9 inhibition	-	0.8313	83.13%
CYP2C19 inhibition	-	0.8587	85.87%
CYP2D6 inhibition	-	0.9552	95.52%
CYP1A2 inhibition	-	0.7229	72.29%
CYP2C8 inhibition	-	0.9322	93.22%
CYP inhibitory promiscuity	-	0.7983	79.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6820	68.20%
Carcinogenicity (trinary)	Non-required	0.6518	65.18%
Eye corrosion	-	0.9669	96.69%
Eye irritation	-	0.6688	66.88%
Skin irritation	-	0.6601	66.01%
Skin corrosion	-	0.9315	93.15%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7479	74.79%
Micronuclear	-	0.6397	63.97%
Hepatotoxicity	+	0.5211	52.11%
skin sensitisation	-	0.5481	54.81%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5803	58.03%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6168	61.68%
Acute Oral Toxicity (c)	III	0.6018	60.18%
Estrogen receptor binding	+	0.5870	58.70%
Androgen receptor binding	-	0.6327	63.27%
Thyroid receptor binding	-	0.6666	66.66%
Glucocorticoid receptor binding	-	0.7143	71.43%
Aromatase binding	-	0.6417	64.17%
PPAR gamma	-	0.7163	71.63%
Honey bee toxicity	-	0.8901	89.01%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9467	94.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.02%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.09%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.52%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.34%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.95%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.57%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.27%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.61%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.12%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.72%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684443
• LOTUS: LTS0058176
• wikiData: Q104990473