[(1R,2S,3S,4R,5R,6R)-2,3,4,5-tetrahydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexyl] 14-methylpentadecanoate

Details

• Internal ID: 9fe6fdfb-40a8-48e3-8fe8-93ffc18de91c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(1R,2S,3S,4R,5R,6R)-2,3,4,5-tetrahydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexyl] 14-methylpentadecanoate
• SMILES (Canonical): CC(C)CCCCCCCCCCCCC(=O)OC1C(C(C(C(C1OC2C(C(C(C(O2)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): CC(C)CCCCCCCCCCCCC(=O)O[C@@H]1[C@H]([C@H]([C@H]([C@H]([C@H]1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C28H52O12/c1-16(2)13-11-9-7-5-3-4-6-8-10-12-14-18(30)39-26-23(35)21(33)22(34)24(36)27(26)40-28-25(37)20(32)19(31)17(15-29)38-28/h16-17,19-29,31-37H,3-15H2,1-2H3/t17-,19-,20+,21+,22-,23+,24-,25-,26-,27-,28+/m1/s1
• InChI Key: TXXNCQPRWTWBRI-FZXTXVBWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₅₂O₁₂
• Molecular Weight: 580.70 g/mol
• Exact Mass: 580.34587709 g/mol
• Topological Polar Surface Area (TPSA): 207.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): -0.12
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6413	64.13%
Caco-2	-	0.8446	84.46%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.9143	91.43%
Subcellular localzation	Mitochondria	0.9021	90.21%
OATP2B1 inhibitior	-	0.5760	57.60%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	+	0.8955	89.55%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5331	53.31%
P-glycoprotein inhibitior	-	0.5276	52.76%
P-glycoprotein substrate	-	0.8455	84.55%
CYP3A4 substrate	+	0.5788	57.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8932	89.32%
CYP3A4 inhibition	-	0.7919	79.19%
CYP2C9 inhibition	-	0.7849	78.49%
CYP2C19 inhibition	-	0.8523	85.23%
CYP2D6 inhibition	-	0.9150	91.50%
CYP1A2 inhibition	-	0.8405	84.05%
CYP2C8 inhibition	-	0.9201	92.01%
CYP inhibitory promiscuity	-	0.9309	93.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7852	78.52%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8923	89.23%
Skin irritation	-	0.8277	82.77%
Skin corrosion	-	0.9706	97.06%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4590	45.90%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7718	77.18%
skin sensitisation	-	0.8865	88.65%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.6831	68.31%
Acute Oral Toxicity (c)	III	0.6307	63.07%
Estrogen receptor binding	+	0.6087	60.87%
Androgen receptor binding	-	0.6436	64.36%
Thyroid receptor binding	-	0.5929	59.29%
Glucocorticoid receptor binding	-	0.6767	67.67%
Aromatase binding	+	0.5243	52.43%
PPAR gamma	+	0.5199	51.99%
Honey bee toxicity	-	0.8199	81.99%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6539	65.39%
Fish aquatic toxicity	+	0.9041	90.41%

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	97.36%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.72%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.32%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	93.29%	92.50%
CHEMBL2581	P07339	Cathepsin D	92.42%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.77%	96.47%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.14%	97.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.64%	93.56%
CHEMBL237	P41145	Kappa opioid receptor	88.20%	98.10%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	87.23%	85.94%
CHEMBL3401	O75469	Pregnane X receptor	85.09%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.96%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.67%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.28%	91.24%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.93%	82.50%
CHEMBL4040	P28482	MAP kinase ERK2	82.90%	83.82%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.71%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.28%	94.45%
CHEMBL1993	P26358	DNA (cytosine-5)-methyltransferase 1	82.10%	95.44%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.95%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.93%	90.71%

Plants that contains it

• Solanum lanceolatum

Cross-Links

• PubChem: 163106108
• LOTUS: LTS0126938
• wikiData: Q105267130