[(1S,2S,3S,5S,8R,9S,10S,11R,16S,18S)-9,10,18-trihydroxy-16-methoxy-12,12-dimethyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-3-yl] acetate

Details

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Internal ID 7ca116cf-2c1a-4ca2-bd7d-65f38119f575
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(1S,2S,3S,5S,8R,9S,10S,11R,16S,18S)-9,10,18-trihydroxy-16-methoxy-12,12-dimethyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-3-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2C(C3(C1C45CCCC(C4C(C3(OC5OC)O)O)(C)C)C(=O)C2=C)O
SMILES (Isomeric) CC(=O)O[C@H]1C[C@@H]2[C@@H]([C@]3([C@@H]1[C@]45CCCC([C@H]4[C@@H]([C@]3(O[C@@H]5OC)O)O)(C)C)C(=O)C2=C)O
InChI InChI=1S/C23H32O8/c1-10-12-9-13(30-11(2)24)14-21-8-6-7-20(3,4)15(21)18(27)23(28,31-19(21)29-5)22(14,16(10)25)17(12)26/h12-15,17-19,26-28H,1,6-9H2,2-5H3/t12-,13-,14-,15+,17-,18-,19-,21+,22-,23+/m0/s1
InChI Key CWUBYYIFICODJA-BBWYSJLGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H32O8
Molecular Weight 436.50 g/mol
Exact Mass 436.20971797 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 0.92
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,3S,5S,8R,9S,10S,11R,16S,18S)-9,10,18-trihydroxy-16-methoxy-12,12-dimethyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8620 86.20%
Caco-2 - 0.7458 74.58%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.6820 68.20%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8366 83.66%
OATP1B3 inhibitior + 0.8237 82.37%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6353 63.53%
BSEP inhibitior - 0.6974 69.74%
P-glycoprotein inhibitior - 0.6499 64.99%
P-glycoprotein substrate - 0.5970 59.70%
CYP3A4 substrate + 0.6936 69.36%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8802 88.02%
CYP3A4 inhibition - 0.7578 75.78%
CYP2C9 inhibition - 0.7004 70.04%
CYP2C19 inhibition - 0.7259 72.59%
CYP2D6 inhibition - 0.9215 92.15%
CYP1A2 inhibition - 0.7011 70.11%
CYP2C8 inhibition + 0.4949 49.49%
CYP inhibitory promiscuity - 0.9352 93.52%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6859 68.59%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9255 92.55%
Skin irritation - 0.5870 58.70%
Skin corrosion - 0.9094 90.94%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5663 56.63%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.5197 51.97%
skin sensitisation - 0.8021 80.21%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.5580 55.80%
Acute Oral Toxicity (c) III 0.3604 36.04%
Estrogen receptor binding + 0.7648 76.48%
Androgen receptor binding + 0.7073 70.73%
Thyroid receptor binding + 0.5328 53.28%
Glucocorticoid receptor binding + 0.6379 63.79%
Aromatase binding + 0.6819 68.19%
PPAR gamma + 0.7140 71.40%
Honey bee toxicity - 0.6601 66.01%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9803 98.03%

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 97.99% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.13% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.74% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.54% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.94% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.92% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 89.50% 91.19%
CHEMBL2581 P07339 Cathepsin D 88.43% 98.95%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.98% 94.08%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.81% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.61% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.42% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.07% 97.14%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.85% 97.28%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.25% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.40% 99.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.13% 95.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.21% 93.04%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.11% 91.07%

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 xerophilus

Cross-Links

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PubChem 162924155
LOTUS LTS0008352
wikiData Q104971525