[(2S)-2,3-bis(4-acetyloxy-3-methoxyphenyl)propyl] acetate

Details

• Internal ID: 4d2b5ee4-6cf0-446a-8a8b-f9bffa9fa1f7
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: [(2S)-2,3-bis(4-acetyloxy-3-methoxyphenyl)propyl] acetate
• SMILES (Canonical): CC(=O)OCC(CC1=CC(=C(C=C1)OC(=O)C)OC)C2=CC(=C(C=C2)OC(=O)C)OC
• SMILES (Isomeric): CC(=O)OC[C@@H](CC1=CC(=C(C=C1)OC(=O)C)OC)C2=CC(=C(C=C2)OC(=O)C)OC
• InChI: InChI=1S/C23H26O8/c1-14(24)29-13-19(18-7-9-21(31-16(3)26)23(12-18)28-5)10-17-6-8-20(30-15(2)25)22(11-17)27-4/h6-9,11-12,19H,10,13H2,1-5H3/t19-/m1/s1
• InChI Key: LMPYFOIPMHSEQD-LJQANCHMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₈
• Molecular Weight: 430.40 g/mol
• Exact Mass: 430.16276778 g/mol
• Topological Polar Surface Area (TPSA): 97.40 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8933	89.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8785	87.85%
OATP1B3 inhibitior	+	0.8953	89.53%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9763	97.63%
P-glycoprotein inhibitior	+	0.9365	93.65%
P-glycoprotein substrate	-	0.5616	56.16%
CYP3A4 substrate	-	0.5132	51.32%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	-	0.8064	80.64%
CYP3A4 inhibition	-	0.7027	70.27%
CYP2C9 inhibition	+	0.6147	61.47%
CYP2C19 inhibition	+	0.6450	64.50%
CYP2D6 inhibition	-	0.9071	90.71%
CYP1A2 inhibition	+	0.8268	82.68%
CYP2C8 inhibition	-	0.5621	56.21%
CYP inhibitory promiscuity	+	0.5570	55.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6991	69.91%
Carcinogenicity (trinary)	Non-required	0.6626	66.26%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.9157	91.57%
Skin irritation	-	0.8887	88.87%
Skin corrosion	-	0.9904	99.04%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8265	82.65%
Micronuclear	-	0.6260	62.60%
Hepatotoxicity	-	0.5466	54.66%
skin sensitisation	-	0.9240	92.40%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5614	56.14%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	-	0.6370	63.70%
Acute Oral Toxicity (c)	III	0.7056	70.56%
Estrogen receptor binding	+	0.8927	89.27%
Androgen receptor binding	+	0.5856	58.56%
Thyroid receptor binding	+	0.6561	65.61%
Glucocorticoid receptor binding	+	0.8824	88.24%
Aromatase binding	-	0.6157	61.57%
PPAR gamma	+	0.6250	62.50%
Honey bee toxicity	-	0.7593	75.93%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.9944	99.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.89%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.79%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.48%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	93.07%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.84%	99.17%
CHEMBL2535	P11166	Glucose transporter	91.71%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.14%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.48%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.16%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.08%	95.50%
CHEMBL4208	P20618	Proteasome component C5	84.81%	90.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.66%	89.50%

Plants that contains it

• Pinus taeda

Cross-Links

• PubChem: 162916381
• LOTUS: LTS0115160
• wikiData: Q105154109