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[(3R,3aS,4S,6E,8R,9R,10R,11E,12aR)-9-acetyloxy-4-hydroxy-3-(2-hydroxypropan-2-yl)-6,10,12a-trimethyl-2,3,3a,4,5,8,9,10-octahydro-1H-cyclopenta[11]annulen-8-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

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Internal ID f65000d4-5575-4093-9624-6f4ea08a14fe
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Dolabellane and neodolabellane diterpenoids
IUPAC Name [(3R,3aS,4S,6E,8R,9R,10R,11E,12aR)-9-acetyloxy-4-hydroxy-3-(2-hydroxypropan-2-yl)-6,10,12a-trimethyl-2,3,3a,4,5,8,9,10-octahydro-1H-cyclopenta[11]annulen-8-yl] acetate
SMILES (Canonical) CC1C=CC2(CCC(C2C(CC(=CC(C1OC(=O)C)OC(=O)C)C)O)C(C)(C)O)C
SMILES (Isomeric) C[C@@H]1/C=C/[C@]2(CC[C@H]([C@@H]2[C@H](C/C(=C/[C@H]([C@@H]1OC(=O)C)OC(=O)C)/C)O)C(C)(C)O)C
InChI InChI=1S/C24H38O6/c1-14-12-19(27)21-18(23(5,6)28)9-11-24(21,7)10-8-15(2)22(30-17(4)26)20(13-14)29-16(3)25/h8,10,13,15,18-22,27-28H,9,11-12H2,1-7H3/b10-8+,14-13+/t15-,18-,19+,20-,21-,22-,24+/m1/s1
InChI Key SJYTXRWLBZATEJ-NIWGVGPQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H38O6
Molecular Weight 422.60 g/mol
Exact Mass 422.26683893 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.56
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3R,3aS,4S,6E,8R,9R,10R,11E,12aR)-9-acetyloxy-4-hydroxy-3-(2-hydroxypropan-2-yl)-6,10,12a-trimethyl-2,3,3a,4,5,8,9,10-octahydro-1H-cyclopenta[11]annulen-8-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 + 0.9842 98.42%
Caco-2 - 0.5803 58.03%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7507 75.07%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8537 85.37%
OATP1B3 inhibitior + 0.7888 78.88%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7071 70.71%
BSEP inhibitior + 0.8154 81.54%
P-glycoprotein inhibitior - 0.5153 51.53%
P-glycoprotein substrate - 0.5785 57.85%
CYP3A4 substrate + 0.6842 68.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8733 87.33%
CYP3A4 inhibition - 0.8690 86.90%
CYP2C9 inhibition - 0.7671 76.71%
CYP2C19 inhibition - 0.8450 84.50%
CYP2D6 inhibition - 0.9361 93.61%
CYP1A2 inhibition - 0.7107 71.07%
CYP2C8 inhibition - 0.5949 59.49%
CYP inhibitory promiscuity - 0.9525 95.25%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6403 64.03%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9354 93.54%
Skin irritation + 0.6129 61.29%
Skin corrosion - 0.9334 93.34%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6442 64.42%
Micronuclear - 0.7600 76.00%
Hepatotoxicity + 0.5274 52.74%
skin sensitisation - 0.6226 62.26%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.6883 68.83%
Acute Oral Toxicity (c) III 0.4615 46.15%
Estrogen receptor binding + 0.8180 81.80%
Androgen receptor binding + 0.5521 55.21%
Thyroid receptor binding + 0.6348 63.48%
Glucocorticoid receptor binding + 0.6794 67.94%
Aromatase binding + 0.5884 58.84%
PPAR gamma + 0.5539 55.39%
Honey bee toxicity - 0.6466 64.66%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9758 97.58%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.54% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.49% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.17% 91.11%
CHEMBL2581 P07339 Cathepsin D 91.88% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.53% 89.00%
CHEMBL2996 Q05655 Protein kinase C delta 89.12% 97.79%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.86% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.01% 94.45%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.43% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.70% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.73% 100.00%
CHEMBL5028 O14672 ADAM10 84.45% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.04% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.94% 95.89%
CHEMBL4040 P28482 MAP kinase ERK2 83.65% 83.82%
CHEMBL2243 O00519 Anandamide amidohydrolase 83.56% 97.53%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.94% 92.94%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.45% 93.04%
CHEMBL340 P08684 Cytochrome P450 3A4 81.49% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.28% 93.56%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 80.64% 90.93%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163025478
LOTUS LTS0010919
wikiData Q105254650