(3aR,6E,10E)-3abeta,4,5,8,9,11aalpha-Hexahydro-6-formyl-4beta-hydroxy-3beta,10-dimethylcyclodeca[b]furan-2(3H)-one

Details

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Internal ID 4bb0fa61-a842-471e-a775-bede017b5419
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name (3S,3aR,4S,6E,10E,11aR)-4-hydroxy-3,10-dimethyl-2-oxo-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-6-carbaldehyde
SMILES (Canonical) CC1C2C(CC(=CCCC(=CC2OC1=O)C)C=O)O
SMILES (Isomeric) C[C@H]1[C@@H]2[C@H](C/C(=C\CC/C(=C/[C@H]2OC1=O)/C)/C=O)O
InChI InChI=1S/C15H20O4/c1-9-4-3-5-11(8-16)7-12(17)14-10(2)15(18)19-13(14)6-9/h5-6,8,10,12-14,17H,3-4,7H2,1-2H3/b9-6+,11-5+/t10-,12-,13+,14+/m0/s1
InChI Key KRZGCHYWKCSEMT-RYLXDPBVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C15H20O4
Molecular Weight 264.32 g/mol
Exact Mass 264.13615911 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.78
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3aR,6E,10E)-3abeta,4,5,8,9,11aalpha-Hexahydro-6-formyl-4beta-hydroxy-3beta,10-dimethylcyclodeca[b]furan-2(3H)-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9895 98.95%
Caco-2 + 0.7361 73.61%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.6462 64.62%
OATP2B1 inhibitior - 0.8582 85.82%
OATP1B1 inhibitior + 0.8729 87.29%
OATP1B3 inhibitior + 0.9496 94.96%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.8390 83.90%
P-glycoprotein inhibitior - 0.8958 89.58%
P-glycoprotein substrate - 0.8402 84.02%
CYP3A4 substrate + 0.5542 55.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8896 88.96%
CYP3A4 inhibition - 0.7342 73.42%
CYP2C9 inhibition - 0.9475 94.75%
CYP2C19 inhibition - 0.9408 94.08%
CYP2D6 inhibition - 0.9475 94.75%
CYP1A2 inhibition + 0.5110 51.10%
CYP2C8 inhibition - 0.9061 90.61%
CYP inhibitory promiscuity - 0.9774 97.74%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6183 61.83%
Eye corrosion - 0.9618 96.18%
Eye irritation - 0.9641 96.41%
Skin irritation + 0.5970 59.70%
Skin corrosion - 0.8868 88.68%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8053 80.53%
Micronuclear - 0.8200 82.00%
Hepatotoxicity + 0.5301 53.01%
skin sensitisation - 0.8012 80.12%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.7021 70.21%
Acute Oral Toxicity (c) III 0.3682 36.82%
Estrogen receptor binding - 0.6134 61.34%
Androgen receptor binding - 0.6570 65.70%
Thyroid receptor binding - 0.6875 68.75%
Glucocorticoid receptor binding - 0.5052 50.52%
Aromatase binding - 0.8075 80.75%
PPAR gamma - 0.7168 71.68%
Honey bee toxicity - 0.8672 86.72%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9718 97.18%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.21% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 95.08% 91.49%
CHEMBL4040 P28482 MAP kinase ERK2 90.58% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.14% 91.11%
CHEMBL2581 P07339 Cathepsin D 86.69% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.31% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.04% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.68% 100.00%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 83.08% 86.00%
CHEMBL3401 O75469 Pregnane X receptor 82.96% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.93% 86.33%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.30% 93.03%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.08% 97.25%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.91% 94.80%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.73% 99.23%

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.
Conioselinum smithii
Seriphidium baldshuanicum
Seriphidium fragrans

Cross-Links

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PubChem 14757787
NPASS NPC125921
LOTUS LTS0096644
wikiData Q105145306