2-[4,5-Dihydroxy-2-(hydroxymethyl)-6-[[4-(6-methylhept-5-en-2-yl)cyclohexyl]methoxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 1fa31f36-75a4-4123-9215-89c81537ec8c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 2-[4,5-dihydroxy-2-(hydroxymethyl)-6-[[4-(6-methylhept-5-en-2-yl)cyclohexyl]methoxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(CCC=C(C)C)C1CCC(CC1)COC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)O)O)O)O
• SMILES (Isomeric): CC(CCC=C(C)C)C1CCC(CC1)COC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)O)O)O)O
• InChI: InChI=1S/C27H48O11/c1-14(2)5-4-6-15(3)17-9-7-16(8-10-17)13-35-26-24(34)22(32)25(19(12-29)37-26)38-27-23(33)21(31)20(30)18(11-28)36-27/h5,15-34H,4,6-13H2,1-3H3
• InChI Key: LNYRYPVOJHOMRE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₈O₁₁
• Molecular Weight: 548.70 g/mol
• Exact Mass: 548.31966234 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): -0.18
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6844	68.44%
Caco-2	-	0.8486	84.86%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.8533	85.33%
OATP2B1 inhibitior	-	0.8629	86.29%
OATP1B1 inhibitior	+	0.8789	87.89%
OATP1B3 inhibitior	+	0.8282	82.82%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8340	83.40%
P-glycoprotein inhibitior	-	0.5789	57.89%
P-glycoprotein substrate	-	0.8175	81.75%
CYP3A4 substrate	+	0.6050	60.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8395	83.95%
CYP3A4 inhibition	-	0.8983	89.83%
CYP2C9 inhibition	-	0.8589	85.89%
CYP2C19 inhibition	-	0.8270	82.70%
CYP2D6 inhibition	-	0.9081	90.81%
CYP1A2 inhibition	-	0.8577	85.77%
CYP2C8 inhibition	-	0.7948	79.48%
CYP inhibitory promiscuity	-	0.9166	91.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7043	70.43%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9153	91.53%
Skin irritation	-	0.7706	77.06%
Skin corrosion	-	0.9623	96.23%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7093	70.93%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.8435	84.35%
skin sensitisation	-	0.8767	87.67%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.7121	71.21%
Acute Oral Toxicity (c)	III	0.6755	67.55%
Estrogen receptor binding	+	0.5373	53.73%
Androgen receptor binding	+	0.5676	56.76%
Thyroid receptor binding	-	0.6424	64.24%
Glucocorticoid receptor binding	-	0.6400	64.00%
Aromatase binding	+	0.6473	64.73%
PPAR gamma	+	0.5425	54.25%
Honey bee toxicity	-	0.6695	66.95%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	+	0.9275	92.75%

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	96.20%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	94.46%	95.93%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	93.37%	95.58%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.19%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.09%	94.45%
CHEMBL237	P41145	Kappa opioid receptor	91.88%	98.10%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	89.70%	97.47%
CHEMBL5203	P33316	dUTP pyrophosphatase	89.39%	99.18%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.27%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.15%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.70%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.53%	95.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.09%	96.47%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.02%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.98%	96.61%
CHEMBL2581	P07339	Cathepsin D	87.71%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	87.43%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.51%	93.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.84%	92.62%
CHEMBL4581	P52732	Kinesin-like protein 1	83.66%	93.18%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.31%	100.00%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	82.91%	96.03%
CHEMBL1951	P21397	Monoamine oxidase A	82.73%	91.49%
CHEMBL5255	O00206	Toll-like receptor 4	82.45%	92.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.42%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.73%	99.17%

Plants that contains it

• Butea monosperma

Cross-Links

• PubChem: 162949755
• LOTUS: LTS0267612
• wikiData: Q105154581