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[(1R,2S,3R,5S,10S,11R,12R,15R)-3,9,10,15-tetrahydroxy-12-methyl-6-methylidene-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 5aafbdbe-436b-432d-a6e5-7119d38a6ee0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(1R,2S,3R,5S,10S,11R,12R,15R)-3,9,10,15-tetrahydroxy-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(CCC(C23C1C(C(C45C2C(CC(C4)C(=C)C5=O)O)(OC3)O)O)O)C
SMILES (Isomeric) CC(=O)OC[C@@]1(CC[C@H]([C@@]23[C@@H]1[C@@H](C(C45[C@H]2[C@@H](C[C@H](C4)C(=C)C5=O)O)(OC3)O)O)O)C
InChI InChI=1S/C22H30O8/c1-10-12-6-13(24)15-20-9-30-22(28,21(15,7-12)17(10)26)18(27)16(20)19(3,5-4-14(20)25)8-29-11(2)23/h12-16,18,24-25,27-28H,1,4-9H2,2-3H3/t12-,13-,14-,15+,16-,18+,19+,20-,21?,22?/m1/s1
InChI Key WCTFNFXLZNQINE-BEGPSKKOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H30O8
Molecular Weight 422.50 g/mol
Exact Mass 422.19406791 g/mol
Topological Polar Surface Area (TPSA) 134.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -0.08
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3R,5S,10S,11R,12R,15R)-3,9,10,15-tetrahydroxy-12-methyl-6-methylidene-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 + 0.8586 85.86%
Caco-2 - 0.7248 72.48%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8088 80.88%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8526 85.26%
OATP1B3 inhibitior + 0.9512 95.12%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7867 78.67%
BSEP inhibitior - 0.5866 58.66%
P-glycoprotein inhibitior - 0.7443 74.43%
P-glycoprotein substrate - 0.5226 52.26%
CYP3A4 substrate + 0.6955 69.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8774 87.74%
CYP3A4 inhibition - 0.8163 81.63%
CYP2C9 inhibition - 0.8287 82.87%
CYP2C19 inhibition - 0.8058 80.58%
CYP2D6 inhibition - 0.9411 94.11%
CYP1A2 inhibition - 0.8012 80.12%
CYP2C8 inhibition - 0.6250 62.50%
CYP inhibitory promiscuity - 0.9611 96.11%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6912 69.12%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9304 93.04%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9359 93.59%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4540 45.40%
Micronuclear - 0.7900 79.00%
Hepatotoxicity + 0.5062 50.62%
skin sensitisation - 0.8959 89.59%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.7932 79.32%
Acute Oral Toxicity (c) I 0.4798 47.98%
Estrogen receptor binding + 0.7966 79.66%
Androgen receptor binding + 0.7352 73.52%
Thyroid receptor binding - 0.5236 52.36%
Glucocorticoid receptor binding + 0.7609 76.09%
Aromatase binding + 0.7151 71.51%
PPAR gamma - 0.5492 54.92%
Honey bee toxicity - 0.8207 82.07%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9908 99.08%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.00% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.73% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.43% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.37% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.55% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.35% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 90.45% 94.75%
CHEMBL221 P23219 Cyclooxygenase-1 88.91% 90.17%
CHEMBL2581 P07339 Cathepsin D 88.51% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.99% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.32% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.06% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.45% 99.23%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.84% 90.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.52% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.46% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 81.14% 95.93%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.08% 91.07%
CHEMBL259 P32245 Melanocortin receptor 4 80.71% 95.38%
CHEMBL5028 O14672 ADAM10 80.70% 97.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.56% 96.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.49% 96.77%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.36% 96.38%

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 163193665
LOTUS LTS0062587
wikiData Q105302066