[3,4,5-Trihydroxy-6-[2-(4-hydroxycyclohexen-1-yl)acetyl]oxyoxan-2-yl]methyl 2-(4-hydroxycyclohexen-1-yl)acetate

Details

• Internal ID: b1238836-e1ff-4d3d-bf2e-1f8e9e95a46f
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [3,4,5-trihydroxy-6-[2-(4-hydroxycyclohexen-1-yl)acetyl]oxyoxan-2-yl]methyl 2-(4-hydroxycyclohexen-1-yl)acetate
• SMILES (Canonical): C1CC(=CCC1O)CC(=O)OCC2C(C(C(C(O2)OC(=O)CC3=CCC(CC3)O)O)O)O
• SMILES (Isomeric): C1CC(=CCC1O)CC(=O)OCC2C(C(C(C(O2)OC(=O)CC3=CCC(CC3)O)O)O)O
• InChI: InChI=1S/C22H32O10/c23-14-5-1-12(2-6-14)9-17(25)30-11-16-19(27)20(28)21(29)22(31-16)32-18(26)10-13-3-7-15(24)8-4-13/h1,3,14-16,19-24,27-29H,2,4-11H2
• InChI Key: DSTVWMFPWBECRJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₁₀
• Molecular Weight: 456.50 g/mol
• Exact Mass: 456.19954721 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -0.40
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7255	72.55%
Caco-2	-	0.8826	88.26%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8736	87.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8969	89.69%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7042	70.42%
BSEP inhibitior	-	0.6398	63.98%
P-glycoprotein inhibitior	-	0.5953	59.53%
P-glycoprotein substrate	-	0.9362	93.62%
CYP3A4 substrate	+	0.5560	55.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8560	85.60%
CYP3A4 inhibition	-	0.9132	91.32%
CYP2C9 inhibition	-	0.8983	89.83%
CYP2C19 inhibition	-	0.7749	77.49%
CYP2D6 inhibition	-	0.8998	89.98%
CYP1A2 inhibition	-	0.9114	91.14%
CYP2C8 inhibition	-	0.7306	73.06%
CYP inhibitory promiscuity	-	0.9521	95.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7720	77.20%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.8404	84.04%
Skin irritation	-	0.7986	79.86%
Skin corrosion	-	0.9580	95.80%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5492	54.92%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.7520	75.20%
skin sensitisation	-	0.8794	87.94%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7953	79.53%
Acute Oral Toxicity (c)	III	0.5479	54.79%
Estrogen receptor binding	+	0.7540	75.40%
Androgen receptor binding	-	0.5883	58.83%
Thyroid receptor binding	-	0.6222	62.22%
Glucocorticoid receptor binding	-	0.5969	59.69%
Aromatase binding	-	0.5754	57.54%
PPAR gamma	+	0.5808	58.08%
Honey bee toxicity	-	0.8813	88.13%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6855	68.55%
Fish aquatic toxicity	+	0.8554	85.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.03%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.74%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.30%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	88.59%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.79%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	82.41%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.91%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.42%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.14%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.93%	90.00%

Plants that contains it

• Phyllanthus meghalayensis

Cross-Links

• PubChem: 73802903
• LOTUS: LTS0096189
• wikiData: Q104988030