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[(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

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

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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

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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

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There are no found synonyms.

2D Structure

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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

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ADMET Properties (via admetSAR 2)

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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

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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
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

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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.
Isodon enanderianus

Cross-Links

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PubChem 163070456
LOTUS LTS0136328
wikiData Q105228484