(4S,6S,8E,10S)-4,8,13-Trimethyl-6-methoxy-11-oxabicyclo[8.3.0]tridecane-1(13),7-diene-2,12-dione

Details

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Internal ID fc0af04a-e198-45a7-9532-12229095abae
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name (6S,8S,9E,11aS)-8-methoxy-3,6,10-trimethyl-5,6,7,8,11,11a-hexahydrocyclodeca[b]furan-2,4-dione
SMILES (Canonical) CC1CC(C=C(CC2C(=C(C(=O)O2)C)C(=O)C1)C)OC
SMILES (Isomeric) C[C@H]1C[C@@H](/C=C(/C[C@H]2C(=C(C(=O)O2)C)C(=O)C1)\C)OC
InChI InChI=1S/C16H22O4/c1-9-5-12(19-4)6-10(2)8-14-15(13(17)7-9)11(3)16(18)20-14/h6,9,12,14H,5,7-8H2,1-4H3/b10-6+/t9-,12-,14-/m0/s1
InChI Key ZCTBPMFXNAWMSW-FCCWEZMDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C16H22O4
Molecular Weight 278.34 g/mol
Exact Mass 278.15180918 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.58
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4S,6S,8E,10S)-4,8,13-Trimethyl-6-methoxy-11-oxabicyclo[8.3.0]tridecane-1(13),7-diene-2,12-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9946 99.46%
Caco-2 + 0.8749 87.49%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.5646 56.46%
OATP2B1 inhibitior - 0.8573 85.73%
OATP1B1 inhibitior + 0.9209 92.09%
OATP1B3 inhibitior + 0.9389 93.89%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.6086 60.86%
P-glycoprotein inhibitior - 0.7907 79.07%
P-glycoprotein substrate - 0.7783 77.83%
CYP3A4 substrate + 0.5511 55.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8986 89.86%
CYP3A4 inhibition - 0.8602 86.02%
CYP2C9 inhibition - 0.8891 88.91%
CYP2C19 inhibition - 0.8812 88.12%
CYP2D6 inhibition - 0.9606 96.06%
CYP1A2 inhibition - 0.5100 51.00%
CYP2C8 inhibition - 0.8693 86.93%
CYP inhibitory promiscuity - 0.8871 88.71%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5544 55.44%
Eye corrosion - 0.9496 94.96%
Eye irritation - 0.6216 62.16%
Skin irritation - 0.6661 66.61%
Skin corrosion - 0.9495 94.95%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4054 40.54%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.6608 66.08%
skin sensitisation - 0.7780 77.80%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.7154 71.54%
Acute Oral Toxicity (c) III 0.4333 43.33%
Estrogen receptor binding - 0.6705 67.05%
Androgen receptor binding + 0.5467 54.67%
Thyroid receptor binding - 0.6980 69.80%
Glucocorticoid receptor binding + 0.6320 63.20%
Aromatase binding - 0.5422 54.22%
PPAR gamma - 0.6024 60.24%
Honey bee toxicity - 0.6809 68.09%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9667 96.67%

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 92.74% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.06% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.33% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.79% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.72% 99.23%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.03% 94.80%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.30% 97.25%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 83.29% 86.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.20% 91.11%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.86% 97.21%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.58% 94.00%
CHEMBL2581 P07339 Cathepsin D 81.46% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.48% 96.09%

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.
Angelica genuflexa
Commiphora gileadensis

Cross-Links

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PubChem 24882167
NPASS NPC93609
LOTUS LTS0131666
wikiData Q105371485