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[(1aS,1bS,3R,3aR,5S,7bR,9R,9aR)-3,9-diacetyloxy-5-[(1R)-1-bromo-2-hydroxyethyl]-5,7b-dimethyl-1,1b,2,3,3a,4,6,8,9,9a-decahydrocyclopropa[a]phenanthren-1a-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 7d47c279-8184-4afd-8a6a-eedb866fddc1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name [(1aS,1bS,3R,3aR,5S,7bR,9R,9aR)-3,9-diacetyloxy-5-[(1R)-1-bromo-2-hydroxyethyl]-5,7b-dimethyl-1,1b,2,3,3a,4,6,8,9,9a-decahydrocyclopropa[a]phenanthren-1a-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC12CC1C(CC3(C2CC(C4C3=CCC(C4)(C)C(CO)Br)OC(=O)C)C)OC(=O)C
SMILES (Isomeric) CC(=O)OC[C@]12C[C@H]1[C@@H](C[C@@]3([C@@H]2C[C@H]([C@H]4C3=CC[C@](C4)(C)[C@H](CO)Br)OC(=O)C)C)OC(=O)C
InChI InChI=1S/C26H37BrO7/c1-14(29)32-13-26-10-19(26)21(34-16(3)31)11-25(5)18-6-7-24(4,23(27)12-28)9-17(18)20(8-22(25)26)33-15(2)30/h6,17,19-23,28H,7-13H2,1-5H3/t17-,19+,20-,21-,22+,23+,24+,25+,26-/m1/s1
InChI Key OSCLQMDVZUGARH-OBWTZDJZSA-N
Popularity 0 references 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 [(1aS,1bS,3R,3aR,5S,7bR,9R,9aR)-3,9-diacetyloxy-5-[(1R)-1-bromo-2-hydroxyethyl]-5,7b-dimethyl-1,1b,2,3,3a,4,6,8,9,9a-decahydrocyclopropa[a]phenanthren-1a-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 + 0.9848 98.48%
Caco-2 - 0.6650 66.50%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7232 72.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8873 88.73%
OATP1B3 inhibitior + 0.8763 87.63%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9661 96.61%
P-glycoprotein inhibitior + 0.6116 61.16%
P-glycoprotein substrate - 0.5744 57.44%
CYP3A4 substrate + 0.6657 66.57%
CYP2C9 substrate - 0.8080 80.80%
CYP2D6 substrate - 0.8626 86.26%
CYP3A4 inhibition - 0.7540 75.40%
CYP2C9 inhibition - 0.7510 75.10%
CYP2C19 inhibition - 0.8027 80.27%
CYP2D6 inhibition - 0.9049 90.49%
CYP1A2 inhibition - 0.7154 71.54%
CYP2C8 inhibition + 0.5141 51.41%
CYP inhibitory promiscuity - 0.8556 85.56%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8480 84.80%
Carcinogenicity (trinary) Non-required 0.5914 59.14%
Eye corrosion - 0.9793 97.93%
Eye irritation - 0.9403 94.03%
Skin irritation - 0.6495 64.95%
Skin corrosion - 0.9499 94.99%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4290 42.90%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.5446 54.46%
skin sensitisation - 0.7802 78.02%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.7860 78.60%
Acute Oral Toxicity (c) III 0.7426 74.26%
Estrogen receptor binding + 0.8694 86.94%
Androgen receptor binding + 0.6014 60.14%
Thyroid receptor binding - 0.5331 53.31%
Glucocorticoid receptor binding + 0.8488 84.88%
Aromatase binding + 0.6911 69.11%
PPAR gamma + 0.7109 71.09%
Honey bee toxicity - 0.6073 60.73%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5345 53.45%
Fish aquatic toxicity + 0.9970 99.70%

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 99.09% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.87% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.78% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 95.61% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.38% 94.45%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 92.15% 94.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.28% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 89.39% 91.19%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 89.35% 94.08%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.35% 96.95%
CHEMBL2581 P07339 Cathepsin D 86.26% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 83.48% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.44% 95.56%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.12% 91.24%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.63% 94.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.53% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.15% 96.77%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.12% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.76% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.34% 95.89%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.25% 97.21%

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.
There are no matching plants.

Cross-Links

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PubChem 101589001
LOTUS LTS0163637
wikiData Q105198787