[2-(Acetyloxymethyl)-3,5-dihydroxy-6-(8-hydroxy-7-methyl-3-methylideneoct-6-enoxy)oxan-4-yl] 2-methylbut-2-enoate

Details

• Internal ID: 6d4c7054-7436-4f9b-9f26-8d0b28d5cda2
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [2-(acetyloxymethyl)-3,5-dihydroxy-6-(8-hydroxy-7-methyl-3-methylideneoct-6-enoxy)oxan-4-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C(OC(C1O)OCCC(=C)CCC=C(C)CO)COC(=O)C)O
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(C(OC(C1O)OCCC(=C)CCC=C(C)CO)COC(=O)C)O
• InChI: InChI=1S/C23H36O9/c1-6-16(4)22(28)32-21-19(26)18(13-30-17(5)25)31-23(20(21)27)29-11-10-14(2)8-7-9-15(3)12-24/h6,9,18-21,23-24,26-27H,2,7-8,10-13H2,1,3-5H3
• InChI Key: MTDFXNPARBXDNP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₆O₉
• Molecular Weight: 456.50 g/mol
• Exact Mass: 456.23593272 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.56
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5177	51.77%
Caco-2	-	0.7669	76.69%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8620	86.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8510	85.10%
OATP1B3 inhibitior	+	0.9135	91.35%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.8087	80.87%
P-glycoprotein inhibitior	-	0.4915	49.15%
P-glycoprotein substrate	-	0.7707	77.07%
CYP3A4 substrate	+	0.6654	66.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8964	89.64%
CYP3A4 inhibition	-	0.5733	57.33%
CYP2C9 inhibition	-	0.8773	87.73%
CYP2C19 inhibition	-	0.7176	71.76%
CYP2D6 inhibition	-	0.9059	90.59%
CYP1A2 inhibition	-	0.7896	78.96%
CYP2C8 inhibition	-	0.6554	65.54%
CYP inhibitory promiscuity	-	0.9356	93.56%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9628	96.28%
Carcinogenicity (trinary)	Non-required	0.7478	74.78%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9220	92.20%
Skin irritation	-	0.7044	70.44%
Skin corrosion	-	0.9622	96.22%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5175	51.75%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6194	61.94%
skin sensitisation	-	0.8993	89.93%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.4821	48.21%
Acute Oral Toxicity (c)	III	0.6239	62.39%
Estrogen receptor binding	+	0.6960	69.60%
Androgen receptor binding	-	0.6820	68.20%
Thyroid receptor binding	-	0.5634	56.34%
Glucocorticoid receptor binding	+	0.6490	64.90%
Aromatase binding	-	0.4852	48.52%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.6327	63.27%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9592	95.92%

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	95.95%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.99%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.30%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	89.10%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.19%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.70%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.49%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.64%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	85.23%	91.19%
CHEMBL2581	P07339	Cathepsin D	84.95%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.83%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	83.35%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.86%	89.00%

Plants that contains it

• Tetraneuris linearifolia

Cross-Links

• PubChem: 163032430
• LOTUS: LTS0051203
• wikiData: Q105171631