(1S,2R,3E,5S,9S)-9-hydroperoxy-2-methyl-8-methylidene-5-propan-2-ylcyclodec-3-ene-1,2-diol

Details

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Internal ID 5885860d-dd4b-412d-a946-9faabb84ec69
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
IUPAC Name (1S,2R,3E,5S,9S)-9-hydroperoxy-2-methyl-8-methylidene-5-propan-2-ylcyclodec-3-ene-1,2-diol
SMILES (Canonical) CC(C)C1CCC(=C)C(CC(C(C=C1)(C)O)O)OO
SMILES (Isomeric) CC(C)[C@@H]\1CCC(=C)[C@H](C[C@@H]([C@](/C=C1)(C)O)O)OO
InChI InChI=1S/C15H26O4/c1-10(2)12-6-5-11(3)13(19-18)9-14(16)15(4,17)8-7-12/h7-8,10,12-14,16-18H,3,5-6,9H2,1-2,4H3/b8-7+/t12-,13+,14+,15-/m1/s1
InChI Key DWYGOBYINKRDAC-SAFFCHGCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C15H26O4
Molecular Weight 270.36 g/mol
Exact Mass 270.18310931 g/mol
Topological Polar Surface Area (TPSA) 69.90 Ų
XlogP 1.80
Atomic LogP (AlogP) 2.53
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,3E,5S,9S)-9-hydroperoxy-2-methyl-8-methylidene-5-propan-2-ylcyclodec-3-ene-1,2-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9527 95.27%
Caco-2 - 0.6143 61.43%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6975 69.75%
OATP2B1 inhibitior - 0.8546 85.46%
OATP1B1 inhibitior + 0.9133 91.33%
OATP1B3 inhibitior + 0.9267 92.67%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6571 65.71%
BSEP inhibitior - 0.9444 94.44%
P-glycoprotein inhibitior - 0.9456 94.56%
P-glycoprotein substrate - 0.7556 75.56%
CYP3A4 substrate + 0.5667 56.67%
CYP2C9 substrate - 0.7908 79.08%
CYP2D6 substrate - 0.7887 78.87%
CYP3A4 inhibition - 0.8870 88.70%
CYP2C9 inhibition - 0.7542 75.42%
CYP2C19 inhibition - 0.6523 65.23%
CYP2D6 inhibition - 0.9157 91.57%
CYP1A2 inhibition - 0.7236 72.36%
CYP2C8 inhibition - 0.7574 75.74%
CYP inhibitory promiscuity - 0.9396 93.96%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7043 70.43%
Carcinogenicity (trinary) Non-required 0.6448 64.48%
Eye corrosion - 0.9676 96.76%
Eye irritation - 0.9105 91.05%
Skin irritation - 0.5854 58.54%
Skin corrosion - 0.8833 88.33%
Ames mutagenesis - 0.6154 61.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7043 70.43%
Micronuclear - 0.8900 89.00%
Hepatotoxicity + 0.5619 56.19%
skin sensitisation - 0.6288 62.88%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7598 75.98%
Acute Oral Toxicity (c) III 0.5256 52.56%
Estrogen receptor binding - 0.5741 57.41%
Androgen receptor binding - 0.7296 72.96%
Thyroid receptor binding + 0.5612 56.12%
Glucocorticoid receptor binding + 0.7731 77.31%
Aromatase binding - 0.7003 70.03%
PPAR gamma - 0.5964 59.64%
Honey bee toxicity - 0.7796 77.96%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9667 96.67%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.83% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.54% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.72% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.82% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.80% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.45% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 86.68% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.64% 100.00%

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.
Senecio adenophyllus

Cross-Links

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PubChem 162879264
LOTUS LTS0023032
wikiData Q104990856