[(1R,2S,4S,6R,8R,9R)-6,9-diacetyloxy-3,3-dimethyl-7-methylidene-10-oxatricyclo[6.4.0.02,4]dodec-11-en-12-yl]methyl acetate

Details

Top
Internal ID ac3200e6-8cad-46e3-b26d-5df245c8fb8b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Aromadendrane sesquiterpenoids
IUPAC Name [(1R,2S,4S,6R,8R,9R)-6,9-diacetyloxy-3,3-dimethyl-7-methylidene-10-oxatricyclo[6.4.0.02,4]dodec-11-en-12-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1=COC(C2C1C3C(C3(C)C)CC(C2=C)OC(=O)C)OC(=O)C
SMILES (Isomeric) CC(=O)OCC1=CO[C@@H]([C@@H]2[C@H]1[C@@H]3[C@@H](C3(C)C)C[C@H](C2=C)OC(=O)C)OC(=O)C
InChI InChI=1S/C21H28O7/c1-10-16(27-12(3)23)7-15-19(21(15,5)6)18-14(8-25-11(2)22)9-26-20(17(10)18)28-13(4)24/h9,15-20H,1,7-8H2,2-6H3/t15-,16+,17-,18-,19-,20+/m0/s1
InChI Key SHMXJKCNUFGFSL-DWIKVQACSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C21H28O7
Molecular Weight 392.40 g/mol
Exact Mass 392.18350323 g/mol
Topological Polar Surface Area (TPSA) 88.10 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.75
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,2S,4S,6R,8R,9R)-6,9-diacetyloxy-3,3-dimethyl-7-methylidene-10-oxatricyclo[6.4.0.02,4]dodec-11-en-12-yl]methyl acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9801 98.01%
Caco-2 - 0.5464 54.64%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6590 65.90%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8256 82.56%
OATP1B3 inhibitior + 0.9082 90.82%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.5301 53.01%
P-glycoprotein inhibitior + 0.6509 65.09%
P-glycoprotein substrate - 0.6445 64.45%
CYP3A4 substrate + 0.6420 64.20%
CYP2C9 substrate - 0.8042 80.42%
CYP2D6 substrate - 0.8617 86.17%
CYP3A4 inhibition - 0.7172 71.72%
CYP2C9 inhibition - 0.8065 80.65%
CYP2C19 inhibition - 0.6153 61.53%
CYP2D6 inhibition - 0.9347 93.47%
CYP1A2 inhibition - 0.5738 57.38%
CYP2C8 inhibition + 0.5364 53.64%
CYP inhibitory promiscuity - 0.7875 78.75%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8713 87.13%
Carcinogenicity (trinary) Non-required 0.6519 65.19%
Eye corrosion - 0.9692 96.92%
Eye irritation - 0.7249 72.49%
Skin irritation - 0.6406 64.06%
Skin corrosion - 0.9258 92.58%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6440 64.40%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.5980 59.80%
skin sensitisation + 0.5000 50.00%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.6474 64.74%
Acute Oral Toxicity (c) III 0.4729 47.29%
Estrogen receptor binding + 0.8606 86.06%
Androgen receptor binding + 0.6116 61.16%
Thyroid receptor binding + 0.5865 58.65%
Glucocorticoid receptor binding + 0.7601 76.01%
Aromatase binding + 0.5280 52.80%
PPAR gamma + 0.6329 63.29%
Honey bee toxicity - 0.7001 70.01%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5455 54.55%
Fish aquatic toxicity + 0.9662 96.62%

Targets

Top

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 97.98% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.38% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.85% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.88% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 87.58% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.43% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.77% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 85.48% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.07% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.23% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.99% 99.17%
CHEMBL2581 P07339 Cathepsin D 81.75% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 80.62% 90.17%

Plants that contains it

Top
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.
Plagiochila semidecurrens

Cross-Links

Top
PubChem 162960069
LOTUS LTS0009135
wikiData Q105253074