[(2R,3S,4S,5R,6R)-5-acetyloxy-3,4-dihydroxy-6-(7-methyl-3-methylideneoct-6-enoxy)oxan-2-yl]methyl acetate

Details

• Internal ID: 93b72cb2-297d-4c7e-a5f4-f76182a24825
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [(2R,3S,4S,5R,6R)-5-acetyloxy-3,4-dihydroxy-6-(7-methyl-3-methylideneoct-6-enoxy)oxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=CCCC(=C)CCOC1C(C(C(C(O1)COC(=O)C)O)O)OC(=O)C)C
• SMILES (Isomeric): CC(=CCCC(=C)CCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)COC(=O)C)O)O)OC(=O)C)C
• InChI: InChI=1S/C20H32O8/c1-12(2)7-6-8-13(3)9-10-25-20-19(27-15(5)22)18(24)17(23)16(28-20)11-26-14(4)21/h7,16-20,23-24H,3,6,8-11H2,1-2,4-5H3/t16-,17-,18+,19-,20-/m1/s1
• InChI Key: YRYNFWXCIFYHLE-OUUBHVDSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₈
• Molecular Weight: 400.50 g/mol
• Exact Mass: 400.20971797 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.64
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5941	59.41%
Caco-2	-	0.6950	69.50%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.9324	93.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8466	84.66%
OATP1B3 inhibitior	+	0.9040	90.40%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.4874	48.74%
P-glycoprotein inhibitior	-	0.5089	50.89%
P-glycoprotein substrate	-	0.9340	93.40%
CYP3A4 substrate	+	0.6094	60.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8894	88.94%
CYP3A4 inhibition	-	0.8330	83.30%
CYP2C9 inhibition	-	0.8153	81.53%
CYP2C19 inhibition	-	0.7057	70.57%
CYP2D6 inhibition	-	0.8845	88.45%
CYP1A2 inhibition	-	0.7384	73.84%
CYP2C8 inhibition	-	0.7876	78.76%
CYP inhibitory promiscuity	-	0.9642	96.42%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7272	72.72%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.9404	94.04%
Skin irritation	-	0.7322	73.22%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7032	70.32%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6409	64.09%
skin sensitisation	-	0.8322	83.22%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7236	72.36%
Acute Oral Toxicity (c)	III	0.6453	64.53%
Estrogen receptor binding	+	0.7221	72.21%
Androgen receptor binding	-	0.7407	74.07%
Thyroid receptor binding	-	0.4904	49.04%
Glucocorticoid receptor binding	+	0.5823	58.23%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5254	52.54%
Honey bee toxicity	-	0.7016	70.16%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9761	97.61%

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	95.17%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.43%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.46%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.26%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	90.68%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.66%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	87.66%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	87.23%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.23%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.87%	97.21%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.80%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	84.49%	91.19%
CHEMBL5957	P21589	5'-nucleotidase	80.34%	97.78%

Plants that contains it

• Tetraneuris ivesiana

Cross-Links

• PubChem: 14807527
• LOTUS: LTS0020865
• wikiData: Q105353284