PlantaeDB Logo
Login Sign-up

[(1S,2R,3S,5S,6S,8S,9S,10S,11R,15S)-9,10,15-trihydroxy-6-(methoxymethyl)-12,12-dimethyl-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-3-yl] acetate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID c709fe55-6a96-4d28-ac17-5b0e050dc7f9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(1S,2R,3S,5S,6S,8S,9S,10S,11R,15S)-9,10,15-trihydroxy-6-(methoxymethyl)-12,12-dimethyl-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-3-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2CC3(C1C45COC3(C(C4C(CCC5O)(C)C)O)O)C(=O)C2COC
SMILES (Isomeric) CC(=O)O[C@H]1C[C@@H]2C[C@]3([C@H]1[C@]45CO[C@@]3([C@H]([C@@H]4C(CC[C@@H]5O)(C)C)O)O)C(=O)[C@@H]2COC
InChI InChI=1S/C23H34O8/c1-11(24)31-14-7-12-8-22(18(26)13(12)9-29-4)16(14)21-10-30-23(22,28)19(27)17(21)20(2,3)6-5-15(21)25/h12-17,19,25,27-28H,5-10H2,1-4H3/t12-,13-,14+,15+,16-,17-,19+,21-,22+,23-/m1/s1
InChI Key HSPWQVFLXJMEHX-XHCQDWRDSA-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 -0.10
Atomic LogP (AlogP) 0.65
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1S,2R,3S,5S,6S,8S,9S,10S,11R,15S)-9,10,15-trihydroxy-6-(methoxymethyl)-12,12-dimethyl-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-3-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8142 81.42%
Caco-2 - 0.6452 64.52%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7670 76.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8765 87.65%
OATP1B3 inhibitior + 0.9030 90.30%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.6417 64.17%
P-glycoprotein inhibitior - 0.7296 72.96%
P-glycoprotein substrate + 0.5317 53.17%
CYP3A4 substrate + 0.7190 71.90%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8586 85.86%
CYP3A4 inhibition - 0.8484 84.84%
CYP2C9 inhibition - 0.8073 80.73%
CYP2C19 inhibition - 0.8210 82.10%
CYP2D6 inhibition - 0.9641 96.41%
CYP1A2 inhibition - 0.8539 85.39%
CYP2C8 inhibition - 0.5947 59.47%
CYP inhibitory promiscuity - 0.9906 99.06%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6913 69.13%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9565 95.65%
Skin irritation - 0.7232 72.32%
Skin corrosion - 0.9462 94.62%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4912 49.12%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.5476 54.76%
skin sensitisation - 0.9047 90.47%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.5846 58.46%
Acute Oral Toxicity (c) I 0.3727 37.27%
Estrogen receptor binding + 0.7538 75.38%
Androgen receptor binding + 0.7361 73.61%
Thyroid receptor binding + 0.5849 58.49%
Glucocorticoid receptor binding + 0.7103 71.03%
Aromatase binding + 0.6600 66.00%
PPAR gamma + 0.6317 63.17%
Honey bee toxicity - 0.7710 77.10%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.8892 88.92%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.42% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.54% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.02% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.95% 97.09%
CHEMBL3922 P50579 Methionine aminopeptidase 2 91.54% 97.28%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.15% 96.95%
CHEMBL1871 P10275 Androgen Receptor 87.97% 96.43%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.71% 94.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.56% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.27% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.24% 91.07%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 87.12% 94.23%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.84% 99.23%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.82% 96.77%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.43% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 86.41% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.11% 86.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.87% 91.24%
CHEMBL1937 Q92769 Histone deacetylase 2 85.40% 94.75%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.59% 96.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.19% 95.89%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.37% 97.21%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.78% 94.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.44% 82.69%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.43% 93.04%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.16% 95.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.03% 95.71%

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 parvifolius

Cross-Links

Top
PubChem 163101140
LOTUS LTS0048443
wikiData Q105033202