[(1S,2R,5R,6S,8S,9S,10S,11R,12R,15R)-9,10,15-trihydroxy-6-(methoxymethyl)-12-methyl-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-12-yl]methyl acetate

Details

Top
Internal ID 95bcfa51-b69d-445c-bf39-97063c5f1d48
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(1S,2R,5R,6S,8S,9S,10S,11R,12R,15R)-9,10,15-trihydroxy-6-(methoxymethyl)-12-methyl-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-12-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1(CCC(C23C1C(C(C45C2CCC(C4)C(C5=O)COC)(OC3)O)O)O)C
SMILES (Isomeric) CC(=O)OC[C@@]1(CC[C@H]([C@]23[C@@H]1[C@@H]([C@]([C@]45[C@@H]2CC[C@H](C4)[C@H](C5=O)COC)(OC3)O)O)O)C
InChI InChI=1S/C23H34O8/c1-12(24)30-10-20(2)7-6-16(25)21-11-31-23(28,19(27)17(20)21)22-8-13(4-5-15(21)22)14(9-29-3)18(22)26/h13-17,19,25,27-28H,4-11H2,1-3H3/t13-,14-,15-,16-,17-,19+,20+,21-,22+,23-/m1/s1
InChI Key QUXWIWHCRYAGON-ONBGOBJOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C23H34O8
Molecular Weight 438.50 g/mol
Exact Mass 438.22536804 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 0.00
Atomic LogP (AlogP) 0.65
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1S,2R,5R,6S,8S,9S,10S,11R,12R,15R)-9,10,15-trihydroxy-6-(methoxymethyl)-12-methyl-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 + 0.7682 76.82%
Caco-2 - 0.7028 70.28%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7154 71.54%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8792 87.92%
OATP1B3 inhibitior + 0.9173 91.73%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.4592 45.92%
P-glycoprotein inhibitior - 0.7278 72.78%
P-glycoprotein substrate + 0.5130 51.30%
CYP3A4 substrate + 0.6998 69.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8586 85.86%
CYP3A4 inhibition - 0.8645 86.45%
CYP2C9 inhibition - 0.8748 87.48%
CYP2C19 inhibition - 0.8433 84.33%
CYP2D6 inhibition - 0.9674 96.74%
CYP1A2 inhibition - 0.8494 84.94%
CYP2C8 inhibition + 0.4885 48.85%
CYP inhibitory promiscuity - 0.9911 99.11%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6928 69.28%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9538 95.38%
Skin irritation - 0.6899 68.99%
Skin corrosion - 0.9472 94.72%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6013 60.13%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6402 64.02%
skin sensitisation - 0.9258 92.58%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.6577 65.77%
Acute Oral Toxicity (c) I 0.4255 42.55%
Estrogen receptor binding + 0.7954 79.54%
Androgen receptor binding + 0.7411 74.11%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7540 75.40%
Aromatase binding + 0.7065 70.65%
PPAR gamma - 0.4873 48.73%
Honey bee toxicity - 0.7964 79.64%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.8513 85.13%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.04% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.20% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.83% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.60% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.53% 97.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.39% 96.38%
CHEMBL3922 P50579 Methionine aminopeptidase 2 90.75% 97.28%
CHEMBL1937 Q92769 Histone deacetylase 2 89.83% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.08% 86.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.84% 91.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.21% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.84% 96.77%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.74% 94.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.99% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.84% 95.89%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 85.52% 91.65%
CHEMBL1871 P10275 Androgen Receptor 85.33% 96.43%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.15% 91.07%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.38% 92.94%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.30% 95.71%
CHEMBL221 P23219 Cyclooxygenase-1 84.19% 90.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.54% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.09% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.29% 94.00%
CHEMBL2581 P07339 Cathepsin D 81.89% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.78% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 81.71% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.14% 95.56%

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 enanderianus

Cross-Links

Top
PubChem 163070456
LOTUS LTS0136328
wikiData Q105228484