[4-[(3S)-3-hydroxybutanoyl]oxy-3-[(3R)-3-hydroxybutanoyl]oxy-2,5-bis(4-hydroxyphenyl)-6-(3-phenylpropanoyloxy)phenyl] (3S)-3-hydroxybutanoate

Details

• Internal ID: 182654c8-b5bc-4d20-94da-4f37861c9f3d
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Terphenyls > P-terphenyls
• IUPAC Name: [4-[(3S)-3-hydroxybutanoyl]oxy-3-[(3R)-3-hydroxybutanoyl]oxy-2,5-bis(4-hydroxyphenyl)-6-(3-phenylpropanoyloxy)phenyl] (3S)-3-hydroxybutanoate
• SMILES (Canonical): CC(CC(=O)OC1=C(C(=C(C(=C1OC(=O)CCC2=CC=CC=C2)C3=CC=C(C=C3)O)OC(=O)CC(C)O)OC(=O)CC(C)O)C4=CC=C(C=C4)O)O
• SMILES (Isomeric): C[C@@H](CC(=O)OC1=C(C(=C(C(=C1OC(=O)CCC2=CC=CC=C2)C3=CC=C(C=C3)O)OC(=O)C[C@H](C)O)OC(=O)C[C@@H](C)O)C4=CC=C(C=C4)O)O
• InChI: InChI=1S/C39H40O13/c1-22(40)19-31(46)50-37-35(27-12-16-29(44)17-13-27)39(52-33(48)21-24(3)42)38(51-32(47)20-23(2)41)34(26-10-14-28(43)15-11-26)36(37)49-30(45)18-9-25-7-5-4-6-8-25/h4-8,10-17,22-24,40-44H,9,18-21H2,1-3H3/t22-,23-,24+/m0/s1
• InChI Key: XNQWFEHOBPPJTQ-KMDXXIMOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₀O₁₃
• Molecular Weight: 716.70 g/mol
• Exact Mass: 716.24689133 g/mol
• Topological Polar Surface Area (TPSA): 206.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 5.00
• H-Bond Acceptor: 13
• H-Bond Donor: 5
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9683	96.83%
Caco-2	-	0.8435	84.35%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8967	89.67%
OATP2B1 inhibitior	-	0.7091	70.91%
OATP1B1 inhibitior	+	0.8859	88.59%
OATP1B3 inhibitior	-	0.2679	26.79%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9899	98.99%
P-glycoprotein inhibitior	+	0.8250	82.50%
P-glycoprotein substrate	-	0.6964	69.64%
CYP3A4 substrate	+	0.5426	54.26%
CYP2C9 substrate	-	0.6063	60.63%
CYP2D6 substrate	-	0.7909	79.09%
CYP3A4 inhibition	-	0.9179	91.79%
CYP2C9 inhibition	-	0.7070	70.70%
CYP2C19 inhibition	-	0.8687	86.87%
CYP2D6 inhibition	-	0.8887	88.87%
CYP1A2 inhibition	-	0.5099	50.99%
CYP2C8 inhibition	+	0.7964	79.64%
CYP inhibitory promiscuity	-	0.9002	90.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7122	71.22%
Carcinogenicity (trinary)	Non-required	0.6788	67.88%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9028	90.28%
Skin irritation	-	0.8701	87.01%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7013	70.13%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.9234	92.34%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.5838	58.38%
Acute Oral Toxicity (c)	III	0.7334	73.34%
Estrogen receptor binding	+	0.7817	78.17%
Androgen receptor binding	+	0.8897	88.97%
Thyroid receptor binding	+	0.5571	55.71%
Glucocorticoid receptor binding	+	0.7244	72.44%
Aromatase binding	-	0.5600	56.00%
PPAR gamma	+	0.6770	67.70%
Honey bee toxicity	-	0.7840	78.40%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9866	98.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.06%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.82%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.27%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.10%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.35%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.42%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.23%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.80%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.20%	85.14%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.61%	91.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.11%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.96%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.97%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	82.19%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.04%	97.21%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.84%	100.00%
CHEMBL2535	P11166	Glucose transporter	81.35%	98.75%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	80.92%	97.53%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.68%	96.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.40%	86.92%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	80.02%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162893900
• LOTUS: LTS0169345
• wikiData: Q105331916