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(5R,7R,8R,9S,10R,13S,17S)-17-[(2R,3S,5R)-5-[(1R)-1,2-dihydroxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-7-hydroxy-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 276a3989-9b16-4b80-8c24-961514fccdd9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name (5R,7R,8R,9S,10R,13S,17S)-17-[(2R,3S,5R)-5-[(1R)-1,2-dihydroxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-7-hydroxy-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/C30H46O6/c1-27(2)22-15-20(31)24-18-9-8-17(16-14-21(36-26(16)35-7)25(33)28(3,4)34)29(18,5)12-10-19(24)30(22,6)13-11-23(27)32/h9,11,13,16-17,19-22,24-26,31,33-34H,8,10,12,14-15H2,1-7H3/t16-,17-,19-,20+,21+,22-,24-,25+,26+,29-,30+/m0/s1
InChI Key ODAAQXDEJIHARJ-AVUCSNLISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O6
Molecular Weight 502.70 g/mol
Exact Mass 502.32943918 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 3.70
Atomic LogP (AlogP) 4.03
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 4

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)-17-[(2R,3S,5R)-5-[(1R)-1,2-dihydroxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-7-hydroxy-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 + 0.9884 98.84%
Caco-2 - 0.7453 74.53%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7995 79.95%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8434 84.34%
OATP1B3 inhibitior + 0.9176 91.76%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9071 90.71%
BSEP inhibitior + 0.7721 77.21%
P-glycoprotein inhibitior + 0.5831 58.31%
P-glycoprotein substrate + 0.5164 51.64%
CYP3A4 substrate + 0.7342 73.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8821 88.21%
CYP3A4 inhibition - 0.6100 61.00%
CYP2C9 inhibition - 0.6733 67.33%
CYP2C19 inhibition - 0.7015 70.15%
CYP2D6 inhibition - 0.9334 93.34%
CYP1A2 inhibition - 0.7121 71.21%
CYP2C8 inhibition + 0.6214 62.14%
CYP inhibitory promiscuity - 0.8953 89.53%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4921 49.21%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9591 95.91%
Skin irritation - 0.5276 52.76%
Skin corrosion - 0.9305 93.05%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6622 66.22%
Micronuclear - 0.7700 77.00%
Hepatotoxicity + 0.5055 50.55%
skin sensitisation - 0.8400 84.00%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7610 76.10%
Acute Oral Toxicity (c) I 0.5753 57.53%
Estrogen receptor binding + 0.7236 72.36%
Androgen receptor binding + 0.7288 72.88%
Thyroid receptor binding + 0.6012 60.12%
Glucocorticoid receptor binding + 0.7442 74.42%
Aromatase binding + 0.6811 68.11%
PPAR gamma + 0.5819 58.19%
Honey bee toxicity - 0.6671 66.71%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9896 98.96%

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 98.09% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.98% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.82% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.26% 96.09%
CHEMBL2179 P04062 Beta-glucocerebrosidase 94.96% 85.31%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.95% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.84% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.07% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.37% 97.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.20% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.54% 96.77%
CHEMBL2581 P07339 Cathepsin D 87.83% 98.95%
CHEMBL1871 P10275 Androgen Receptor 87.75% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.20% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.00% 93.04%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.05% 91.07%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.64% 91.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.52% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.49% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.89% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 84.71% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.64% 94.00%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 82.38% 88.84%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.16% 82.69%
CHEMBL5028 O14672 ADAM10 80.86% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 80.43% 91.19%

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 163008932
LOTUS LTS0020222
wikiData Q105189678