(1R,3S,4aS,6Z,8E,12aR)-3-(furan-3-yl)-1-methoxy-4a-methyl-10-methylidene-3,4,5,11,12,12a-hexahydro-1H-cyclodeca[c]pyran-9-carboxylic acid

Details

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Internal ID bf9a43a9-e3a1-4fac-9e24-327fa562418b
Taxonomy Organoheterocyclic compounds > Oxanes
IUPAC Name (1R,3S,4aS,6Z,8E,12aR)-3-(furan-3-yl)-1-methoxy-4a-methyl-10-methylidene-3,4,5,11,12,12a-hexahydro-1H-cyclodeca[c]pyran-9-carboxylic acid
SMILES (Canonical) CC12CC=CC=C(C(=C)CCC1C(OC(C2)C3=COC=C3)OC)C(=O)O
SMILES (Isomeric) C[C@@]12C/C=C\C=C(/C(=C)CC[C@H]1[C@@H](O[C@@H](C2)C3=COC=C3)OC)\C(=O)O
InChI InChI=1S/C21H26O5/c1-14-7-8-17-20(24-3)26-18(15-9-11-25-13-15)12-21(17,2)10-5-4-6-16(14)19(22)23/h4-6,9,11,13,17-18,20H,1,7-8,10,12H2,2-3H3,(H,22,23)/b5-4-,16-6+/t17-,18-,20+,21-/m0/s1
InChI Key ZZAZUUTVAXRFKE-MFGUQWCFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H26O5
Molecular Weight 358.40 g/mol
Exact Mass 358.17802393 g/mol
Topological Polar Surface Area (TPSA) 68.90 Ų
XlogP 3.70
Atomic LogP (AlogP) 4.64
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3S,4aS,6Z,8E,12aR)-3-(furan-3-yl)-1-methoxy-4a-methyl-10-methylidene-3,4,5,11,12,12a-hexahydro-1H-cyclodeca[c]pyran-9-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9791 97.91%
Caco-2 + 0.5779 57.79%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7336 73.36%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7922 79.22%
OATP1B3 inhibitior - 0.2613 26.13%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.5475 54.75%
P-glycoprotein inhibitior - 0.5546 55.46%
P-glycoprotein substrate - 0.7703 77.03%
CYP3A4 substrate + 0.6569 65.69%
CYP2C9 substrate - 0.7983 79.83%
CYP2D6 substrate - 0.8960 89.60%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.8520 85.20%
CYP2C19 inhibition - 0.7826 78.26%
CYP2D6 inhibition - 0.9275 92.75%
CYP1A2 inhibition + 0.5433 54.33%
CYP2C8 inhibition + 0.6086 60.86%
CYP inhibitory promiscuity - 0.7933 79.33%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5640 56.40%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.9652 96.52%
Skin irritation - 0.6296 62.96%
Skin corrosion - 0.9205 92.05%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7985 79.85%
Micronuclear - 0.7500 75.00%
Hepatotoxicity + 0.5409 54.09%
skin sensitisation - 0.8243 82.43%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.5939 59.39%
Acute Oral Toxicity (c) II 0.4785 47.85%
Estrogen receptor binding + 0.8203 82.03%
Androgen receptor binding - 0.5384 53.84%
Thyroid receptor binding + 0.5565 55.65%
Glucocorticoid receptor binding + 0.7220 72.20%
Aromatase binding + 0.8116 81.16%
PPAR gamma + 0.5759 57.59%
Honey bee toxicity - 0.8741 87.41%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9912 99.12%

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 96.55% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.96% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 94.18% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.94% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.79% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.86% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.53% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.20% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.11% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.75% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.36% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.97% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.55% 92.62%
CHEMBL5255 O00206 Toll-like receptor 4 80.46% 92.50%

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.
Nidorella welwitschii

Cross-Links

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PubChem 102057013
LOTUS LTS0262219
wikiData Q105386643