[(2S,9R,10S,11R)-9,10,18-trihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-12-yl]methyl acetate

Details

Top
Internal ID bf445052-03c0-4ee7-818e-7fc48e9922f4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(2S,9R,10S,11R)-9,10,18-trihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-12-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1(CCCC23C1C(C(C45C2CCC(C4O)C(=C)C5=O)(OC3)O)O)C
SMILES (Isomeric) CC(=O)OCC1(CCCC23[C@@H]1[C@@H]([C@@](C45[C@H]2CCC(C4O)C(=C)C5=O)(OC3)O)O)C
InChI InChI=1S/C22H30O7/c1-11-13-5-6-14-20-8-4-7-19(3,9-28-12(2)23)15(20)18(26)22(27,29-10-20)21(14,16(11)24)17(13)25/h13-15,17-18,25-27H,1,4-10H2,2-3H3/t13?,14-,15+,17?,18-,19?,20?,21?,22-/m0/s1
InChI Key JMCGQPHJXFUMBU-WYJBFGOZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C22H30O7
Molecular Weight 406.50 g/mol
Exact Mass 406.19915329 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 0.95
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

Top
NSC642099
NSC-642099

2D Structure

Top
2D Structure of [(2S,9R,10S,11R)-9,10,18-trihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-12-yl]methyl acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7040 70.40%
Caco-2 - 0.6639 66.39%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7780 77.80%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8505 85.05%
OATP1B3 inhibitior + 0.9307 93.07%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7117 71.17%
BSEP inhibitior + 0.6492 64.92%
P-glycoprotein inhibitior - 0.7570 75.70%
P-glycoprotein substrate - 0.7166 71.66%
CYP3A4 substrate + 0.6622 66.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8774 87.74%
CYP3A4 inhibition - 0.9136 91.36%
CYP2C9 inhibition - 0.7581 75.81%
CYP2C19 inhibition - 0.7767 77.67%
CYP2D6 inhibition - 0.9182 91.82%
CYP1A2 inhibition - 0.7496 74.96%
CYP2C8 inhibition + 0.4902 49.02%
CYP inhibitory promiscuity - 0.8826 88.26%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7244 72.44%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9436 94.36%
Skin irritation - 0.5868 58.68%
Skin corrosion - 0.9360 93.60%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5630 56.30%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6542 65.42%
skin sensitisation - 0.8714 87.14%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.4828 48.28%
Acute Oral Toxicity (c) I 0.4265 42.65%
Estrogen receptor binding + 0.8333 83.33%
Androgen receptor binding + 0.6900 69.00%
Thyroid receptor binding + 0.5805 58.05%
Glucocorticoid receptor binding + 0.8203 82.03%
Aromatase binding + 0.7875 78.75%
PPAR gamma + 0.5246 52.46%
Honey bee toxicity - 0.7700 77.00%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5550 55.50%
Fish aquatic toxicity + 0.9962 99.62%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.00% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.28% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.17% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.00% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.33% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.27% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.71% 97.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 89.51% 96.38%
CHEMBL221 P23219 Cyclooxygenase-1 88.66% 90.17%
CHEMBL340 P08684 Cytochrome P450 3A4 88.58% 91.19%
CHEMBL3922 P50579 Methionine aminopeptidase 2 86.92% 97.28%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.25% 95.71%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.36% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.27% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.51% 92.62%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.49% 82.69%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.06% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.92% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.18% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.45% 92.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.32% 92.94%

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.
Isodon japonicus
Isodon longitubus
Isodon trichocarpus
Isodon xerophilus

Cross-Links

Top
PubChem 369902
LOTUS LTS0048616
wikiData Q105131264