[(3S)-1-(4-hydroxyphenyl)-5-oxo-7-phenylheptan-3-yl] acetate

Details

• Internal ID: a6ff5156-8b0b-4796-8896-6e4d4dad29cf
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: [(3S)-1-(4-hydroxyphenyl)-5-oxo-7-phenylheptan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC(CCC1=CC=C(C=C1)O)CC(=O)CCC2=CC=CC=C2
• SMILES (Isomeric): CC(=O)O[C@@H](CCC1=CC=C(C=C1)O)CC(=O)CCC2=CC=CC=C2
• InChI: InChI=1S/C21H24O4/c1-16(22)25-21(14-10-18-7-11-19(23)12-8-18)15-20(24)13-9-17-5-3-2-4-6-17/h2-8,11-12,21,23H,9-10,13-15H2,1H3/t21-/m0/s1
• InChI Key: ZGRUCQHBPJJURU-NRFANRHFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₄
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.16745924 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.85
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9828	98.28%
Caco-2	+	0.6513	65.13%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.9083	90.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9122	91.22%
OATP1B3 inhibitior	+	0.9273	92.73%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8558	85.58%
P-glycoprotein inhibitior	+	0.5877	58.77%
P-glycoprotein substrate	-	0.5616	56.16%
CYP3A4 substrate	+	0.5470	54.70%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	-	0.8140	81.40%
CYP3A4 inhibition	-	0.6142	61.42%
CYP2C9 inhibition	-	0.5340	53.40%
CYP2C19 inhibition	-	0.5291	52.91%
CYP2D6 inhibition	-	0.9253	92.53%
CYP1A2 inhibition	-	0.7766	77.66%
CYP2C8 inhibition	+	0.5851	58.51%
CYP inhibitory promiscuity	-	0.8266	82.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7608	76.08%
Carcinogenicity (trinary)	Non-required	0.6639	66.39%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.8003	80.03%
Skin irritation	-	0.8567	85.67%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7959	79.59%
Micronuclear	-	0.7241	72.41%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9760	97.60%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.5257	52.57%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.4864	48.64%
Acute Oral Toxicity (c)	III	0.5978	59.78%
Estrogen receptor binding	+	0.8557	85.57%
Androgen receptor binding	+	0.7703	77.03%
Thyroid receptor binding	-	0.5744	57.44%
Glucocorticoid receptor binding	+	0.6746	67.46%
Aromatase binding	+	0.5478	54.78%
PPAR gamma	-	0.5895	58.95%
Honey bee toxicity	-	0.7744	77.44%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9891	98.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.95%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	97.25%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.01%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.22%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.74%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.28%	95.50%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	90.42%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	88.43%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.92%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.76%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.25%	94.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.36%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.07%	95.89%

Plants that contains it

• Alpinia officinarum

Cross-Links

• PubChem: 102163189
• LOTUS: LTS0061542
• wikiData: Q105375396