(3aS,4R,5E,9Z,11aS)-4-hydroxy-10-(hydroxymethyl)-6-methyl-3-methylidene-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-2-one

Details

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Internal ID 18e27124-918d-44a2-904b-9dd11907e448
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name (3aS,4R,5E,9Z,11aS)-4-hydroxy-10-(hydroxymethyl)-6-methyl-3-methylidene-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-2-one
SMILES (Canonical) CC1=CC(C2C(CC(=CCC1)CO)OC(=O)C2=C)O
SMILES (Isomeric) C/C/1=C\[C@H]([C@H]2[C@H](C/C(=C/CC1)/CO)OC(=O)C2=C)O
InChI InChI=1S/C15H20O4/c1-9-4-3-5-11(8-16)7-13-14(12(17)6-9)10(2)15(18)19-13/h5-6,12-14,16-17H,2-4,7-8H2,1H3/b9-6+,11-5-/t12-,13+,14+/m1/s1
InChI Key YNPBZSCRCPJJDJ-IKPFQDNJSA-N
Popularity 0 references 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) 66.80 Ų
XlogP 0.60
Atomic LogP (AlogP) 1.49
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3aS,4R,5E,9Z,11aS)-4-hydroxy-10-(hydroxymethyl)-6-methyl-3-methylidene-3a,4,7,8,11,11a-hexahydrocyclodeca[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 + 0.9812 98.12%
Caco-2 + 0.6880 68.80%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.6711 67.11%
OATP2B1 inhibitior - 0.8577 85.77%
OATP1B1 inhibitior + 0.9251 92.51%
OATP1B3 inhibitior + 0.9545 95.45%
MATE1 inhibitior - 0.9212 92.12%
OCT2 inhibitior - 0.6489 64.89%
BSEP inhibitior - 0.9446 94.46%
P-glycoprotein inhibitior - 0.9134 91.34%
P-glycoprotein substrate - 0.9043 90.43%
CYP3A4 substrate + 0.5282 52.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8359 83.59%
CYP3A4 inhibition - 0.8504 85.04%
CYP2C9 inhibition - 0.9006 90.06%
CYP2C19 inhibition - 0.8466 84.66%
CYP2D6 inhibition - 0.9053 90.53%
CYP1A2 inhibition - 0.5782 57.82%
CYP2C8 inhibition - 0.7973 79.73%
CYP inhibitory promiscuity - 0.8759 87.59%
UGT catelyzed - 0.6638 66.38%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6708 67.08%
Eye corrosion - 0.9750 97.50%
Eye irritation - 0.7411 74.11%
Skin irritation - 0.6494 64.94%
Skin corrosion - 0.9383 93.83%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5847 58.47%
Micronuclear - 0.9000 90.00%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation - 0.8641 86.41%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.5333 53.33%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.7049 70.49%
Acute Oral Toxicity (c) III 0.4848 48.48%
Estrogen receptor binding - 0.7951 79.51%
Androgen receptor binding - 0.5905 59.05%
Thyroid receptor binding - 0.6946 69.46%
Glucocorticoid receptor binding + 0.6736 67.36%
Aromatase binding - 0.7684 76.84%
PPAR gamma - 0.5651 56.51%
Honey bee toxicity - 0.8179 81.79%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9761 97.61%

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 93.15% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.76% 91.11%
CHEMBL2581 P07339 Cathepsin D 88.00% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.60% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.57% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.12% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.03% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 82.69% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.62% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.12% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.64% 89.00%

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.
Perymenium klattianum

Cross-Links

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PubChem 162937559
LOTUS LTS0052349
wikiData Q105351055