(3S,3aS,6E,10E,11aS)-3-(methoxymethyl)-6,10-dimethyl-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-2-one

Details

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Internal ID c944ca3f-7a2b-4f6d-990d-ce19d5f0c73f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name (3S,3aS,6E,10E,11aS)-3-(methoxymethyl)-6,10-dimethyl-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-2-one
SMILES (Canonical) CC1=CCCC(=CC2C(CC1)C(C(=O)O2)COC)C
SMILES (Isomeric) C/C/1=C\CC/C(=C/[C@@H]2[C@@H](CC1)[C@H](C(=O)O2)COC)/C
InChI InChI=1S/C16H24O3/c1-11-5-4-6-12(2)9-15-13(8-7-11)14(10-18-3)16(17)19-15/h5,9,13-15H,4,6-8,10H2,1-3H3/b11-5+,12-9+/t13-,14+,15+/m0/s1
InChI Key KYCSEGOZBNEMHU-VXXYAOKUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C16H24O3
Molecular Weight 264.36 g/mol
Exact Mass 264.17254462 g/mol
Topological Polar Surface Area (TPSA) 35.50 Ų
XlogP 2.30
Atomic LogP (AlogP) 3.26
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,3aS,6E,10E,11aS)-3-(methoxymethyl)-6,10-dimethyl-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-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 + 0.9948 99.48%
Caco-2 + 0.9222 92.22%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.5472 54.72%
OATP2B1 inhibitior - 0.8517 85.17%
OATP1B1 inhibitior + 0.9399 93.99%
OATP1B3 inhibitior + 0.9541 95.41%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.6318 63.18%
P-glycoprotein inhibitior - 0.7203 72.03%
P-glycoprotein substrate - 0.8874 88.74%
CYP3A4 substrate + 0.5853 58.53%
CYP2C9 substrate - 0.5905 59.05%
CYP2D6 substrate - 0.8485 84.85%
CYP3A4 inhibition - 0.7783 77.83%
CYP2C9 inhibition - 0.8053 80.53%
CYP2C19 inhibition - 0.7326 73.26%
CYP2D6 inhibition - 0.8880 88.80%
CYP1A2 inhibition + 0.6510 65.10%
CYP2C8 inhibition - 0.7990 79.90%
CYP inhibitory promiscuity - 0.7872 78.72%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6184 61.84%
Eye corrosion - 0.9532 95.32%
Eye irritation - 0.8618 86.18%
Skin irritation - 0.6865 68.65%
Skin corrosion - 0.9637 96.37%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5595 55.95%
Micronuclear - 0.8600 86.00%
Hepatotoxicity + 0.6477 64.77%
skin sensitisation - 0.7274 72.74%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity - 0.5889 58.89%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.6344 63.44%
Acute Oral Toxicity (c) III 0.4920 49.20%
Estrogen receptor binding - 0.6505 65.05%
Androgen receptor binding + 0.6125 61.25%
Thyroid receptor binding - 0.6297 62.97%
Glucocorticoid receptor binding + 0.5630 56.30%
Aromatase binding - 0.8385 83.85%
PPAR gamma - 0.6056 60.56%
Honey bee toxicity - 0.8364 83.64%
Biodegradation - 0.5500 55.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9688 96.88%

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 92.03% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.95% 97.09%
CHEMBL1871 P10275 Androgen Receptor 90.72% 96.43%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.66% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.98% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.53% 97.25%
CHEMBL2581 P07339 Cathepsin D 85.32% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.78% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.20% 100.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.28% 94.80%

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.
Aucklandia costus

Cross-Links

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PubChem 163186961
LOTUS LTS0110864
wikiData Q105147656