(5S)-5-[(1S,2R,3S,5S,6S)-2,3-dihydroxy-2-methyl-6-bicyclo[3.1.0]hexanyl]-6-methylheptan-2-one

Details

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Internal ID ee1087fe-efd1-4180-a157-7d524403d175
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
IUPAC Name (5S)-5-[(1S,2R,3S,5S,6S)-2,3-dihydroxy-2-methyl-6-bicyclo[3.1.0]hexanyl]-6-methylheptan-2-one
SMILES (Canonical) CC(C)C(CCC(=O)C)C1C2C1C(C(C2)O)(C)O
SMILES (Isomeric) CC(C)[C@H](CCC(=O)C)[C@H]1[C@H]2[C@@H]1[C@@]([C@H](C2)O)(C)O
InChI InChI=1S/C15H26O3/c1-8(2)10(6-5-9(3)16)13-11-7-12(17)15(4,18)14(11)13/h8,10-14,17-18H,5-7H2,1-4H3/t10-,11-,12-,13-,14-,15-/m0/s1
InChI Key PPRCOGDWNFLANH-LZXPERKUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H26O3
Molecular Weight 254.36 g/mol
Exact Mass 254.18819469 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.01
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5S)-5-[(1S,2R,3S,5S,6S)-2,3-dihydroxy-2-methyl-6-bicyclo[3.1.0]hexanyl]-6-methylheptan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9859 98.59%
Caco-2 + 0.5677 56.77%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7767 77.67%
OATP2B1 inhibitior - 0.8540 85.40%
OATP1B1 inhibitior + 0.9343 93.43%
OATP1B3 inhibitior + 0.9614 96.14%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.8664 86.64%
P-glycoprotein inhibitior - 0.9079 90.79%
P-glycoprotein substrate - 0.6492 64.92%
CYP3A4 substrate + 0.5745 57.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7778 77.78%
CYP3A4 inhibition - 0.8490 84.90%
CYP2C9 inhibition - 0.8067 80.67%
CYP2C19 inhibition - 0.8806 88.06%
CYP2D6 inhibition - 0.9564 95.64%
CYP1A2 inhibition - 0.8164 81.64%
CYP2C8 inhibition - 0.9654 96.54%
CYP inhibitory promiscuity - 0.9595 95.95%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6898 68.98%
Eye corrosion - 0.9830 98.30%
Eye irritation - 0.7939 79.39%
Skin irritation + 0.5934 59.34%
Skin corrosion - 0.8745 87.45%
Ames mutagenesis - 0.6737 67.37%
Human Ether-a-go-go-Related Gene inhibition - 0.6793 67.93%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.6099 60.99%
skin sensitisation + 0.5333 53.33%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.6386 63.86%
Acute Oral Toxicity (c) III 0.6129 61.29%
Estrogen receptor binding + 0.5495 54.95%
Androgen receptor binding - 0.5086 50.86%
Thyroid receptor binding + 0.5963 59.63%
Glucocorticoid receptor binding + 0.7019 70.19%
Aromatase binding - 0.7915 79.15%
PPAR gamma - 0.6559 65.59%
Honey bee toxicity - 0.7912 79.12%
Biodegradation - 0.5500 55.00%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity + 0.8626 86.26%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.38% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.96% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 95.31% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.92% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.69% 98.95%
CHEMBL299 P17252 Protein kinase C alpha 90.88% 98.03%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.74% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.02% 94.45%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.54% 96.47%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.48% 85.14%
CHEMBL2996 Q05655 Protein kinase C delta 88.10% 97.79%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.91% 82.69%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.56% 98.75%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.45% 96.77%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.28% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.71% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 83.66% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.27% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.74% 100.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.69% 97.21%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.62% 91.24%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.77% 93.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.25% 96.95%

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.
Pallenis spinosa

Cross-Links

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PubChem 162963994
LOTUS LTS0007340
wikiData Q105213013