[(1S,2S)-1-acetyloxy-1-(2,4,5-trimethoxyphenyl)propan-2-yl] acetate

Details

• Internal ID: d3d3aa9b-2ad4-4fe7-84de-bb7ad50fe058
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzyloxycarbonyls
• IUPAC Name: [(1S,2S)-1-acetyloxy-1-(2,4,5-trimethoxyphenyl)propan-2-yl] acetate
• SMILES (Canonical): CC(C(C1=CC(=C(C=C1OC)OC)OC)OC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@@H]([C@H](C1=CC(=C(C=C1OC)OC)OC)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C16H22O7/c1-9(22-10(2)17)16(23-11(3)18)12-7-14(20-5)15(21-6)8-13(12)19-4/h7-9,16H,1-6H3/t9-,16+/m0/s1
• InChI Key: XGAOQHXEUYLUCB-XXFAHNHDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₇
• Molecular Weight: 326.34 g/mol
• Exact Mass: 326.13655304 g/mol
• Topological Polar Surface Area (TPSA): 80.30 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.27
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9844	98.44%
Caco-2	+	0.8021	80.21%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8544	85.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9268	92.68%
OATP1B3 inhibitior	+	0.9600	96.00%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6388	63.88%
P-glycoprotein inhibitior	-	0.4785	47.85%
P-glycoprotein substrate	-	0.8370	83.70%
CYP3A4 substrate	-	0.5921	59.21%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.8196	81.96%
CYP3A4 inhibition	-	0.9245	92.45%
CYP2C9 inhibition	-	0.9818	98.18%
CYP2C19 inhibition	-	0.9070	90.70%
CYP2D6 inhibition	-	0.9662	96.62%
CYP1A2 inhibition	+	0.5164	51.64%
CYP2C8 inhibition	-	0.9266	92.66%
CYP inhibitory promiscuity	-	0.8753	87.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6917	69.17%
Carcinogenicity (trinary)	Non-required	0.6525	65.25%
Eye corrosion	-	0.5968	59.68%
Eye irritation	-	0.6209	62.09%
Skin irritation	-	0.7590	75.90%
Skin corrosion	-	0.9555	95.55%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6459	64.59%
Micronuclear	+	0.5407	54.07%
Hepatotoxicity	+	0.5402	54.02%
skin sensitisation	-	0.9197	91.97%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	+	0.7281	72.81%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.6991	69.91%
Acute Oral Toxicity (c)	III	0.4484	44.84%
Estrogen receptor binding	+	0.7004	70.04%
Androgen receptor binding	-	0.7216	72.16%
Thyroid receptor binding	-	0.5678	56.78%
Glucocorticoid receptor binding	-	0.5729	57.29%
Aromatase binding	-	0.6204	62.04%
PPAR gamma	+	0.5492	54.92%
Honey bee toxicity	-	0.8801	88.01%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9548	95.48%

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	95.53%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.53%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.40%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.39%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.62%	94.45%
CHEMBL2535	P11166	Glucose transporter	85.00%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.44%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.38%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.37%	96.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.94%	89.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.66%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.83%	86.33%

Plants that contains it

• Piper guineense

Cross-Links

• PubChem: 162996472
• LOTUS: LTS0110832
• wikiData: Q105327464