[(1S,5R,6R)-5-acetyloxy-3-(acetyloxymethyl)-2-oxo-6-propan-2-ylcyclohex-3-en-1-yl] (E)-4-acetyloxy-2-methylbut-2-enoate

Details

• Internal ID: 13b877df-b944-40b3-a852-c1f7afee42b3
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [(1S,5R,6R)-5-acetyloxy-3-(acetyloxymethyl)-2-oxo-6-propan-2-ylcyclohex-3-en-1-yl] (E)-4-acetyloxy-2-methylbut-2-enoate
• SMILES (Canonical): CC(C)C1C(C=C(C(=O)C1OC(=O)C(=CCOC(=O)C)C)COC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(C)[C@@H]1[C@@H](C=C(C(=O)[C@H]1OC(=O)/C(=C/COC(=O)C)/C)COC(=O)C)OC(=O)C
• InChI: InChI=1S/C21H28O9/c1-11(2)18-17(29-15(6)24)9-16(10-28-14(5)23)19(25)20(18)30-21(26)12(3)7-8-27-13(4)22/h7,9,11,17-18,20H,8,10H2,1-6H3/b12-7+/t17-,18-,20+/m1/s1
• InChI Key: SVLRTDXESNSEIT-RLLBJQCESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₉
• Molecular Weight: 424.40 g/mol
• Exact Mass: 424.17333247 g/mol
• Topological Polar Surface Area (TPSA): 122.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9863	98.63%
Caco-2	-	0.5516	55.16%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8751	87.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8863	88.63%
OATP1B3 inhibitior	+	0.9444	94.44%
MATE1 inhibitior	-	0.5800	58.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8417	84.17%
P-glycoprotein inhibitior	+	0.8202	82.02%
P-glycoprotein substrate	-	0.7632	76.32%
CYP3A4 substrate	+	0.5613	56.13%
CYP2C9 substrate	-	0.7786	77.86%
CYP2D6 substrate	-	0.9136	91.36%
CYP3A4 inhibition	-	0.9445	94.45%
CYP2C9 inhibition	-	0.7547	75.47%
CYP2C19 inhibition	-	0.6635	66.35%
CYP2D6 inhibition	-	0.8067	80.67%
CYP1A2 inhibition	-	0.6678	66.78%
CYP2C8 inhibition	-	0.8099	80.99%
CYP inhibitory promiscuity	-	0.7673	76.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6661	66.61%
Carcinogenicity (trinary)	Non-required	0.6363	63.63%
Eye corrosion	-	0.9403	94.03%
Eye irritation	-	0.8713	87.13%
Skin irritation	-	0.6867	68.67%
Skin corrosion	-	0.9710	97.10%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6590	65.90%
Micronuclear	-	0.6626	66.26%
Hepatotoxicity	+	0.6231	62.31%
skin sensitisation	+	0.5914	59.14%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	+	0.5982	59.82%
Acute Oral Toxicity (c)	III	0.6205	62.05%
Estrogen receptor binding	+	0.5952	59.52%
Androgen receptor binding	-	0.5598	55.98%
Thyroid receptor binding	-	0.5251	52.51%
Glucocorticoid receptor binding	+	0.7095	70.95%
Aromatase binding	-	0.7067	70.67%
PPAR gamma	-	0.5221	52.21%
Honey bee toxicity	-	0.8260	82.60%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9810	98.10%

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	96.19%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.61%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.95%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.75%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.19%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.00%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.77%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.69%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	82.35%	94.73%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.33%	94.00%

Plants that contains it

• Salvia candelabrum
• Sphaeranthus ukambensis

Cross-Links

• PubChem: 163187002
• LOTUS: LTS0008988
• wikiData: Q105030820