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

Details

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Internal ID b6ba24ea-6c51-4eb1-9f67-2028fb61bd72
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (2R,3R,4S,5S,6R)-6-[[(2R)-4-[(1R,4S,6S)-4-hydroxy-6-(hydroxymethyl)-2,2-dimethylcyclohexyl]butan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol
SMILES (Canonical) CC(CCC1C(CC(CC1(C)C)O)CO)OCC2C(C(C(C(O2)O)O)O)O
SMILES (Isomeric) C[C@H](CC[C@@H]1[C@H](C[C@@H](CC1(C)C)O)CO)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O)O)O)O
InChI InChI=1S/C19H36O8/c1-10(26-9-14-15(22)16(23)17(24)18(25)27-14)4-5-13-11(8-20)6-12(21)7-19(13,2)3/h10-18,20-25H,4-9H2,1-3H3/t10-,11-,12+,13-,14-,15-,16+,17-,18-/m1/s1
InChI Key UHIGYKFIIYSCGW-JLZQUXJRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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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

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-6-[[(2R)-4-[(1R,4S,6S)-4-hydroxy-6-(hydroxymethyl)-2,2-dimethylcyclohexyl]butan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6898 68.98%
Caco-2 - 0.8248 82.48%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.8025 80.25%
OATP2B1 inhibitior - 0.8562 85.62%
OATP1B1 inhibitior + 0.8761 87.61%
OATP1B3 inhibitior + 0.8638 86.38%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.9323 93.23%
P-glycoprotein inhibitior - 0.8217 82.17%
P-glycoprotein substrate - 0.7238 72.38%
CYP3A4 substrate + 0.6064 60.64%
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 - 0.8312 83.12%
CYP inhibitory promiscuity - 0.9729 97.29%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7163 71.63%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9551 95.51%
Skin irritation - 0.7828 78.28%
Skin corrosion - 0.9661 96.61%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.8939 89.39%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity - 0.6222 62.22%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.6272 62.72%
Acute Oral Toxicity (c) III 0.5498 54.98%
Estrogen receptor binding - 0.5130 51.30%
Androgen receptor binding - 0.5256 52.56%
Thyroid receptor binding + 0.6470 64.70%
Glucocorticoid receptor binding - 0.5056 50.56%
Aromatase binding + 0.6178 61.78%
PPAR gamma - 0.5748 57.48%
Honey bee toxicity - 0.7350 73.50%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.7400 74.00%
Fish aquatic toxicity + 0.7574 75.74%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 98.39% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 97.76% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.43% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 95.90% 97.79%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.82% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.77% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.08% 94.45%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 92.17% 86.92%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.86% 96.61%
CHEMBL4040 P28482 MAP kinase ERK2 88.65% 83.82%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.98% 96.47%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.60% 97.14%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.75% 95.83%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.98% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.20% 95.89%
CHEMBL237 P41145 Kappa opioid receptor 81.05% 98.10%
CHEMBL2581 P07339 Cathepsin D 80.87% 98.95%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 80.45% 95.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.24% 100.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.18% 82.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Melia azedarach

Cross-Links

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PubChem 162874672
LOTUS LTS0222235
wikiData Q105272899