bis[(4-hydroxyphenyl)methyl] (2S)-2-[(2S)-butan-2-yl]-2-hydroxybutanedioate

Details

• Internal ID: fb94799b-adcb-4b70-9f05-dadb9d76d209
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzyloxycarbonyls
• IUPAC Name: bis[(4-hydroxyphenyl)methyl] (2S)-2-[(2S)-butan-2-yl]-2-hydroxybutanedioate
• SMILES (Canonical): CCC(C)C(CC(=O)OCC1=CC=C(C=C1)O)(C(=O)OCC2=CC=C(C=C2)O)O
• SMILES (Isomeric): CC[C@H](C)[C@@](CC(=O)OCC1=CC=C(C=C1)O)(C(=O)OCC2=CC=C(C=C2)O)O
• InChI: InChI=1S/C22H26O7/c1-3-15(2)22(27,21(26)29-14-17-6-10-19(24)11-7-17)12-20(25)28-13-16-4-8-18(23)9-5-16/h4-11,15,23-24,27H,3,12-14H2,1-2H3/t15-,22-/m0/s1
• InChI Key: WZSYKXFASPJXRX-NYHFZMIOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₇
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.16785316 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9812	98.12%
Caco-2	-	0.6708	67.08%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8992	89.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8156	81.56%
OATP1B3 inhibitior	+	0.9004	90.04%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7527	75.27%
P-glycoprotein inhibitior	+	0.5780	57.80%
P-glycoprotein substrate	-	0.8406	84.06%
CYP3A4 substrate	-	0.5618	56.18%
CYP2C9 substrate	-	0.6017	60.17%
CYP2D6 substrate	-	0.8338	83.38%
CYP3A4 inhibition	-	0.7025	70.25%
CYP2C9 inhibition	-	0.7251	72.51%
CYP2C19 inhibition	-	0.7854	78.54%
CYP2D6 inhibition	-	0.9208	92.08%
CYP1A2 inhibition	-	0.7840	78.40%
CYP2C8 inhibition	+	0.5650	56.50%
CYP inhibitory promiscuity	-	0.8987	89.87%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6093	60.93%
Eye corrosion	-	0.9939	99.39%
Eye irritation	-	0.8935	89.35%
Skin irritation	-	0.8519	85.19%
Skin corrosion	-	0.9737	97.37%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7375	73.75%
Micronuclear	-	0.7226	72.26%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8836	88.36%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5313	53.13%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8397	83.97%
Acute Oral Toxicity (c)	III	0.5648	56.48%
Estrogen receptor binding	+	0.7341	73.41%
Androgen receptor binding	+	0.6847	68.47%
Thyroid receptor binding	+	0.5676	56.76%
Glucocorticoid receptor binding	+	0.6708	67.08%
Aromatase binding	+	0.5283	52.83%
PPAR gamma	-	0.5290	52.90%
Honey bee toxicity	-	0.9312	93.12%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.49%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.01%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.37%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.41%	97.25%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	87.12%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.09%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	83.67%	97.79%
CHEMBL3401	O75469	Pregnane X receptor	82.02%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.69%	91.11%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.24%	93.65%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.06%	95.56%

Plants that contains it

• Habenaria repens
• Micranthemum umbrosum

Cross-Links

• PubChem: 163106516
• LOTUS: LTS0193571
• wikiData: Q105323474