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[(2R)-2-[(1aR,1bS,3R,3aR,5R,7bR,9R,9aR)-3,9-diacetyloxy-1a-(hydroxymethyl)-5,7b-dimethyl-1,1b,2,3,3a,4,6,8,9,9a-decahydrocyclopropa[a]phenanthren-5-yl]-2-bromoethyl] 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 858d2bd0-2dd8-4eff-9eaa-3fcff0b00bae
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name [(2R)-2-[(1aR,1bS,3R,3aR,5R,7bR,9R,9aR)-3,9-diacetyloxy-1a-(hydroxymethyl)-5,7b-dimethyl-1,1b,2,3,3a,4,6,8,9,9a-decahydrocyclopropa[a]phenanthren-5-yl]-2-bromoethyl] acetate
SMILES (Canonical) CC(=O)OCC(C1(CC=C2C(C1)C(CC3C2(CC(C4C3(C4)CO)OC(=O)C)C)OC(=O)C)C)Br
SMILES (Isomeric) CC(=O)OC[C@@H]([C@@]1(CC=C2[C@@H](C1)[C@@H](C[C@H]3[C@]2(C[C@H]([C@H]4[C@]3(C4)CO)OC(=O)C)C)OC(=O)C)C)Br
InChI InChI=1S/C26H37BrO7/c1-14(29)32-12-23(27)24(4)7-6-18-17(9-24)20(33-15(2)30)8-22-25(18,5)11-21(34-16(3)31)19-10-26(19,22)13-28/h6,17,19-23,28H,7-13H2,1-5H3/t17-,19+,20-,21-,22+,23+,24-,25+,26+/m1/s1
InChI Key DLVSGIMHXFEYFH-IAFQKSLESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H37BrO7
Molecular Weight 541.50 g/mol
Exact Mass 540.17227 g/mol
Topological Polar Surface Area (TPSA) 99.10 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.95
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R)-2-[(1aR,1bS,3R,3aR,5R,7bR,9R,9aR)-3,9-diacetyloxy-1a-(hydroxymethyl)-5,7b-dimethyl-1,1b,2,3,3a,4,6,8,9,9a-decahydrocyclopropa[a]phenanthren-5-yl]-2-bromoethyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9882 98.82%
Caco-2 - 0.7226 72.26%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7681 76.81%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8842 88.42%
OATP1B3 inhibitior + 0.8722 87.22%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9354 93.54%
P-glycoprotein inhibitior - 0.4394 43.94%
P-glycoprotein substrate - 0.5673 56.73%
CYP3A4 substrate + 0.6719 67.19%
CYP2C9 substrate - 0.8080 80.80%
CYP2D6 substrate - 0.8626 86.26%
CYP3A4 inhibition - 0.7442 74.42%
CYP2C9 inhibition - 0.7205 72.05%
CYP2C19 inhibition - 0.7978 79.78%
CYP2D6 inhibition - 0.9127 91.27%
CYP1A2 inhibition - 0.7482 74.82%
CYP2C8 inhibition + 0.4716 47.16%
CYP inhibitory promiscuity - 0.8649 86.49%
UGT catelyzed + 0.7362 73.62%
Carcinogenicity (binary) - 0.8680 86.80%
Carcinogenicity (trinary) Non-required 0.6155 61.55%
Eye corrosion - 0.9805 98.05%
Eye irritation - 0.9437 94.37%
Skin irritation - 0.6852 68.52%
Skin corrosion - 0.9501 95.01%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5335 53.35%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.7925 79.25%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7480 74.80%
Acute Oral Toxicity (c) III 0.6980 69.80%
Estrogen receptor binding + 0.7340 73.40%
Androgen receptor binding + 0.6459 64.59%
Thyroid receptor binding - 0.5332 53.32%
Glucocorticoid receptor binding + 0.7162 71.62%
Aromatase binding + 0.5840 58.40%
PPAR gamma + 0.6300 63.00%
Honey bee toxicity - 0.6082 60.82%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9974 99.74%

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 99.02% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 97.39% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.83% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.43% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.80% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.05% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.07% 97.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 91.06% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 89.84% 94.08%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.27% 96.95%
CHEMBL340 P08684 Cytochrome P450 3A4 89.20% 91.19%
CHEMBL2581 P07339 Cathepsin D 84.62% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 84.33% 97.79%
CHEMBL226 P30542 Adenosine A1 receptor 83.89% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.49% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.66% 95.56%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.87% 97.21%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.75% 95.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.63% 96.77%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.41% 91.24%

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 163022880
LOTUS LTS0078619
wikiData Q104984745