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(5R,7R,8R,9S,10R,13S,17S)-7-hydroxy-17-[(2R,3S,5R)-5-[(1R)-1-hydroxy-2-methoxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-4,4,10,13-tetramethyl-6,7,8,9,11,12,16,17-octahydro-5H-cyclopenta[a]phenanthren-3-one

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 7494dc14-fb20-44ff-9e13-c2a8010ab1f3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name (5R,7R,8R,9S,10R,13S,17S)-7-hydroxy-17-[(2R,3S,5R)-5-[(1R)-1-hydroxy-2-methoxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-4,4,10,13-tetramethyl-6,7,8,9,11,12,16,17-octahydro-5H-cyclopenta[a]phenanthren-3-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H48O6/c1-28(2)23-16-21(32)25-19-10-9-18(17-15-22(37-27(17)35-7)26(34)29(3,4)36-8)30(19,5)13-11-20(25)31(23,6)14-12-24(28)33/h10,12,14,17-18,20-23,25-27,32,34H,9,11,13,15-16H2,1-8H3/t17-,18-,20-,21+,22+,23-,25-,26+,27+,30-,31+/m0/s1
InChI Key BHIARFLFQDQVBM-DHMWIFIMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H48O6
Molecular Weight 516.70 g/mol
Exact Mass 516.34508925 g/mol
Topological Polar Surface Area (TPSA) 85.20 Ų
XlogP 4.20
Atomic LogP (AlogP) 4.68
H-Bond Acceptor 6
H-Bond Donor 2
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,9S,10R,13S,17S)-7-hydroxy-17-[(2R,3S,5R)-5-[(1R)-1-hydroxy-2-methoxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-4,4,10,13-tetramethyl-6,7,8,9,11,12,16,17-octahydro-5H-cyclopenta[a]phenanthren-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9935 99.35%
Caco-2 - 0.7200 72.00%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7907 79.07%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8461 84.61%
OATP1B3 inhibitior + 0.9128 91.28%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7821 78.21%
BSEP inhibitior + 0.8815 88.15%
P-glycoprotein inhibitior + 0.6465 64.65%
P-glycoprotein substrate + 0.5408 54.08%
CYP3A4 substrate + 0.7377 73.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8753 87.53%
CYP3A4 inhibition - 0.5433 54.33%
CYP2C9 inhibition - 0.6779 67.79%
CYP2C19 inhibition - 0.7319 73.19%
CYP2D6 inhibition - 0.9335 93.35%
CYP1A2 inhibition - 0.6988 69.88%
CYP2C8 inhibition + 0.6076 60.76%
CYP inhibitory promiscuity - 0.8332 83.32%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4684 46.84%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9548 95.48%
Skin irritation - 0.5126 51.26%
Skin corrosion - 0.9339 93.39%
Ames mutagenesis - 0.6370 63.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4122 41.22%
Micronuclear - 0.7600 76.00%
Hepatotoxicity + 0.5305 53.05%
skin sensitisation - 0.8430 84.30%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8052 80.52%
Acute Oral Toxicity (c) I 0.6843 68.43%
Estrogen receptor binding + 0.7564 75.64%
Androgen receptor binding + 0.7256 72.56%
Thyroid receptor binding + 0.5905 59.05%
Glucocorticoid receptor binding + 0.7509 75.09%
Aromatase binding + 0.6524 65.24%
PPAR gamma + 0.5812 58.12%
Honey bee toxicity - 0.6722 67.22%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9883 98.83%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.63% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.91% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.53% 91.11%
CHEMBL2179 P04062 Beta-glucocerebrosidase 94.03% 85.31%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.14% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.90% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.51% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.38% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.32% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.21% 97.14%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 89.56% 91.03%
CHEMBL204 P00734 Thrombin 89.18% 96.01%
CHEMBL2581 P07339 Cathepsin D 88.85% 98.95%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.70% 93.04%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.60% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.36% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.16% 96.77%
CHEMBL1871 P10275 Androgen Receptor 86.48% 96.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.82% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.31% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.72% 94.00%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 83.62% 94.97%
CHEMBL3401 O75469 Pregnane X receptor 83.49% 94.73%
CHEMBL340 P08684 Cytochrome P450 3A4 82.21% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.47% 89.00%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 81.09% 88.84%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.87% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.20% 82.69%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.07% 92.62%

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.
Turraea holstii

Cross-Links

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PubChem 163188003
LOTUS LTS0058047
wikiData Q104935982