(2R,3R,4S,5S,6R)-6-[[(1S,4R,5S)-4-[(3R)-3-hydroxybutyl]-5-(hydroxymethyl)-3,3-dimethylcyclohexyl]oxymethyl]oxane-2,3,4,5-tetrol

Details

• Internal ID: d8035665-c9db-43cb-bcb0-645a519e2f2d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2R,3R,4S,5S,6R)-6-[[(1S,4R,5S)-4-[(3R)-3-hydroxybutyl]-5-(hydroxymethyl)-3,3-dimethylcyclohexyl]oxymethyl]oxane-2,3,4,5-tetrol
• SMILES (Canonical): CC(CCC1C(CC(CC1(C)C)OCC2C(C(C(C(O2)O)O)O)O)CO)O
• SMILES (Isomeric): C[C@H](CC[C@@H]1[C@H](C[C@@H](CC1(C)C)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O)O)O)O)CO)O
• InChI: InChI=1S/C19H36O8/c1-10(21)4-5-13-11(8-20)6-12(7-19(13,2)3)26-9-14-15(22)16(23)17(24)18(25)27-14/h10-18,20-25H,4-9H2,1-3H3/t10-,11-,12+,13-,14-,15-,16+,17-,18-/m1/s1
• InChI Key: COQVSFNXCUCECF-JLZQUXJRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₆O₈
• Molecular Weight: 392.50 g/mol
• Exact Mass: 392.24101810 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.62
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6898	68.98%
Caco-2	-	0.7993	79.93%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8025	80.25%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8892	88.92%
OATP1B3 inhibitior	+	0.8638	86.38%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9158	91.58%
P-glycoprotein inhibitior	-	0.8406	84.06%
P-glycoprotein substrate	-	0.7242	72.42%
CYP3A4 substrate	+	0.6068	60.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8363	83.63%
CYP3A4 inhibition	-	0.8938	89.38%
CYP2C9 inhibition	-	0.8410	84.10%
CYP2C19 inhibition	-	0.8834	88.34%
CYP2D6 inhibition	-	0.9551	95.51%
CYP1A2 inhibition	-	0.9158	91.58%
CYP2C8 inhibition	-	0.8435	84.35%
CYP inhibitory promiscuity	-	0.9729	97.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7163	71.63%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9559	95.59%
Skin irritation	-	0.7828	78.28%
Skin corrosion	-	0.9661	96.61%
Ames mutagenesis	-	0.5254	52.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6720	67.20%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8939	89.39%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6061	60.61%
Acute Oral Toxicity (c)	III	0.5498	54.98%
Estrogen receptor binding	-	0.5565	55.65%
Androgen receptor binding	-	0.5496	54.96%
Thyroid receptor binding	+	0.6998	69.98%
Glucocorticoid receptor binding	+	0.6213	62.13%
Aromatase binding	+	0.7093	70.93%
PPAR gamma	-	0.5485	54.85%
Honey bee toxicity	-	0.7717	77.17%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	+	0.7574	75.74%

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	98.09%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.80%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.82%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	95.42%	97.79%
CHEMBL226	P30542	Adenosine A1 receptor	95.36%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.78%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.79%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.75%	86.92%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.52%	96.61%
CHEMBL2179	P04062	Beta-glucocerebrosidase	92.40%	85.31%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.88%	96.38%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.15%	95.50%
CHEMBL2581	P07339	Cathepsin D	87.42%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.15%	96.47%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.68%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.53%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.74%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.65%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.88%	96.77%
CHEMBL4040	P28482	MAP kinase ERK2	82.81%	83.82%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.54%	95.83%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.35%	92.32%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.80%	96.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.52%	92.86%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	80.01%	99.00%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 163021240
• LOTUS: LTS0244102
• wikiData: Q104967241