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methyl (2R)-2-[(5R,6S,10R,13R,14S,16S,17S)-6,16-dihydroxy-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoate

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 a3a60856-5784-453d-a572-54a41d3e0a5b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Dihydroxy bile acids, alcohols and derivatives
IUPAC Name methyl (2R)-2-[(5R,6S,10R,13R,14S,16S,17S)-6,16-dihydroxy-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H48O5/c1-18(2)19(3)10-11-20(28(36)37-9)26-24(34)17-32(8)22-16-23(33)27-29(4,5)25(35)13-14-30(27,6)21(22)12-15-31(26,32)7/h12,16,18,20,23-24,26-27,33-34H,3,10-11,13-15,17H2,1-2,4-9H3/t20-,23+,24+,26-,27+,30+,31-,32-/m1/s1
InChI Key MBUXGQVHUWVAJC-ZZMKFFCGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H48O5
Molecular Weight 512.70 g/mol
Exact Mass 512.35017463 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 5.30
Atomic LogP (AlogP) 5.80
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2R)-2-[(5R,6S,10R,13R,14S,16S,17S)-6,16-dihydroxy-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9877 98.77%
Caco-2 + 0.6868 68.68%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8330 83.30%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior + 0.8522 85.22%
OATP1B3 inhibitior - 0.5000 50.00%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.8080 80.80%
P-glycoprotein inhibitior + 0.6559 65.59%
P-glycoprotein substrate + 0.5737 57.37%
CYP3A4 substrate + 0.7006 70.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8690 86.90%
CYP3A4 inhibition - 0.6783 67.83%
CYP2C9 inhibition - 0.8276 82.76%
CYP2C19 inhibition - 0.9111 91.11%
CYP2D6 inhibition - 0.9355 93.55%
CYP1A2 inhibition - 0.8254 82.54%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.8418 84.18%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7131 71.31%
Eye corrosion - 0.9936 99.36%
Eye irritation - 0.9400 94.00%
Skin irritation + 0.6104 61.04%
Skin corrosion - 0.9567 95.67%
Ames mutagenesis - 0.6278 62.78%
Human Ether-a-go-go-Related Gene inhibition - 0.4312 43.12%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.5037 50.37%
skin sensitisation - 0.7579 75.79%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.5902 59.02%
Acute Oral Toxicity (c) III 0.5618 56.18%
Estrogen receptor binding + 0.7225 72.25%
Androgen receptor binding + 0.7321 73.21%
Thyroid receptor binding + 0.6611 66.11%
Glucocorticoid receptor binding + 0.7754 77.54%
Aromatase binding + 0.7142 71.42%
PPAR gamma + 0.5601 56.01%
Honey bee toxicity - 0.7119 71.19%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.82% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.14% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.66% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.50% 97.25%
CHEMBL4040 P28482 MAP kinase ERK2 96.23% 83.82%
CHEMBL2581 P07339 Cathepsin D 96.03% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 94.06% 90.17%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.43% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.97% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.68% 82.69%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.91% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.17% 95.56%
CHEMBL230 P35354 Cyclooxygenase-2 85.14% 89.63%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.48% 95.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.04% 96.77%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 82.70% 95.71%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.40% 91.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.32% 91.07%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.03% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.95% 91.19%
CHEMBL299 P17252 Protein kinase C alpha 80.64% 98.03%

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 162892684
LOTUS LTS0178618
wikiData Q105160973