[(1R,2E,5R,6R,10S)-5,6-dihydroxy-3-methyl-7-methylidene-10-propan-2-ylcyclodec-2-en-1-yl] acetate

Details

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Internal ID e705acee-2452-4655-9efa-e99602da8587
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
IUPAC Name [(1R,2E,5R,6R,10S)-5,6-dihydroxy-3-methyl-7-methylidene-10-propan-2-ylcyclodec-2-en-1-yl] acetate
SMILES (Canonical) CC1=CC(C(CCC(=C)C(C(C1)O)O)C(C)C)OC(=O)C
SMILES (Isomeric) C/C/1=C\[C@@H]([C@@H](CCC(=C)[C@H]([C@@H](C1)O)O)C(C)C)OC(=O)C
InChI InChI=1S/C17H28O4/c1-10(2)14-7-6-12(4)17(20)15(19)8-11(3)9-16(14)21-13(5)18/h9-10,14-17,19-20H,4,6-8H2,1-3,5H3/b11-9+/t14-,15+,16-,17+/m0/s1
InChI Key OXSNOTQALHXZEE-RVDXMTQWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C17H28O4
Molecular Weight 296.40 g/mol
Exact Mass 296.19875937 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.60
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2E,5R,6R,10S)-5,6-dihydroxy-3-methyl-7-methylidene-10-propan-2-ylcyclodec-2-en-1-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9707 97.07%
Caco-2 + 0.6451 64.51%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7682 76.82%
OATP2B1 inhibitior - 0.8561 85.61%
OATP1B1 inhibitior + 0.8910 89.10%
OATP1B3 inhibitior + 0.8939 89.39%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7571 75.71%
BSEP inhibitior - 0.9568 95.68%
P-glycoprotein inhibitior - 0.8852 88.52%
P-glycoprotein substrate - 0.7644 76.44%
CYP3A4 substrate + 0.5571 55.71%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.8631 86.31%
CYP3A4 inhibition - 0.8346 83.46%
CYP2C9 inhibition - 0.8022 80.22%
CYP2C19 inhibition - 0.7510 75.10%
CYP2D6 inhibition - 0.8999 89.99%
CYP1A2 inhibition - 0.7146 71.46%
CYP2C8 inhibition - 0.8715 87.15%
CYP inhibitory promiscuity - 0.9594 95.94%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8943 89.43%
Carcinogenicity (trinary) Non-required 0.7247 72.47%
Eye corrosion - 0.9794 97.94%
Eye irritation - 0.8132 81.32%
Skin irritation - 0.5953 59.53%
Skin corrosion - 0.9398 93.98%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6232 62.32%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.5174 51.74%
skin sensitisation - 0.6148 61.48%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.6281 62.81%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.5883 58.83%
Acute Oral Toxicity (c) III 0.5711 57.11%
Estrogen receptor binding + 0.5429 54.29%
Androgen receptor binding - 0.6884 68.84%
Thyroid receptor binding - 0.5471 54.71%
Glucocorticoid receptor binding - 0.4734 47.34%
Aromatase binding - 0.7646 76.46%
PPAR gamma - 0.7225 72.25%
Honey bee toxicity - 0.8150 81.50%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6555 65.55%
Fish aquatic toxicity + 0.9842 98.42%

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 95.25% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.51% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 87.16% 91.19%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.90% 91.11%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.07% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.20% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.62% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.83% 93.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.68% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.46% 100.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.58% 93.03%

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.
Santolina chamaecyparissus

Cross-Links

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PubChem 15381630
LOTUS LTS0202762
wikiData Q105202911