[(5R,7R,8R,9R,10R,13S,17S)-17-[(2S)-5-hydroxyhexan-2-yl]-4,4,8,10,13-pentamethyl-3,16-dioxo-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-7-yl] acetate

Details

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Internal ID 7fd61c0d-bd69-44d4-88bf-43435a9a101f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
IUPAC Name [(5R,7R,8R,9R,10R,13S,17S)-17-[(2S)-5-hydroxyhexan-2-yl]-4,4,8,10,13-pentamethyl-3,16-dioxo-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-7-yl] acetate
SMILES (Canonical) CC(CCC(C)O)C1C(=O)C=C2C1(CCC3C2(C(CC4C3(C=CC(=O)C4(C)C)C)OC(=O)C)C)C
SMILES (Isomeric) C[C@@H](CCC(C)O)[C@@H]1C(=O)C=C2[C@]1(CC[C@H]3[C@]2([C@@H](C[C@@H]4[C@@]3(C=CC(=O)C4(C)C)C)OC(=O)C)C)C
InChI InChI=1S/C30H44O5/c1-17(9-10-18(2)31)26-20(33)15-23-29(26,7)13-11-21-28(6)14-12-24(34)27(4,5)22(28)16-25(30(21,23)8)35-19(3)32/h12,14-15,17-18,21-22,25-26,31H,9-11,13,16H2,1-8H3/t17-,18?,21+,22-,25+,26+,28+,29+,30+/m0/s1
InChI Key CMRZGEHWMGLZNJ-FCJWWUNXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O5
Molecular Weight 484.70 g/mol
Exact Mass 484.31887450 g/mol
Topological Polar Surface Area (TPSA) 80.70 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.45
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(5R,7R,8R,9R,10R,13S,17S)-17-[(2S)-5-hydroxyhexan-2-yl]-4,4,8,10,13-pentamethyl-3,16-dioxo-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-7-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 + 0.9968 99.68%
Caco-2 - 0.6246 62.46%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8524 85.24%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7509 75.09%
OATP1B3 inhibitior - 0.3344 33.44%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7032 70.32%
BSEP inhibitior + 0.7373 73.73%
P-glycoprotein inhibitior + 0.7550 75.50%
P-glycoprotein substrate + 0.5076 50.76%
CYP3A4 substrate + 0.7105 71.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9014 90.14%
CYP3A4 inhibition - 0.8590 85.90%
CYP2C9 inhibition - 0.8480 84.80%
CYP2C19 inhibition - 0.9388 93.88%
CYP2D6 inhibition - 0.9509 95.09%
CYP1A2 inhibition - 0.9423 94.23%
CYP2C8 inhibition - 0.6241 62.41%
CYP inhibitory promiscuity - 0.8949 89.49%
UGT catelyzed + 0.5362 53.62%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6599 65.99%
Eye corrosion - 0.9946 99.46%
Eye irritation - 0.9512 95.12%
Skin irritation + 0.6253 62.53%
Skin corrosion - 0.9436 94.36%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6578 65.78%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6442 64.42%
skin sensitisation - 0.6456 64.56%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.6798 67.98%
Acute Oral Toxicity (c) III 0.6636 66.36%
Estrogen receptor binding + 0.8086 80.86%
Androgen receptor binding + 0.7007 70.07%
Thyroid receptor binding + 0.6800 68.00%
Glucocorticoid receptor binding + 0.8227 82.27%
Aromatase binding + 0.7223 72.23%
PPAR gamma + 0.6611 66.11%
Honey bee toxicity - 0.7934 79.34%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9945 99.45%

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 97.34% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.26% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.95% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.60% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.67% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.72% 85.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.54% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.61% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 88.57% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.23% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 84.50% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.77% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.50% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.32% 95.89%
CHEMBL5028 O14672 ADAM10 81.44% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.59% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.39% 100.00%

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.
Azadirachta indica

Cross-Links

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PubChem 102316535
LOTUS LTS0115337
wikiData Q104965090