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(5R,9R,10R,13S,14S,17S)-17-[(3S,5R,6R)-5-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-4,4,10,13-tetramethyl-2,5,6,9,11,12,14,15,16,17-decahydro-1H-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 0cb33999-bcf4-4363-b21f-72e17aff2d4d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name (5R,9R,10R,13S,14S,17S)-17-[(3S,5R,6R)-5-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-4,4,10,13-tetramethyl-2,5,6,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-one
SMILES (Canonical) CC1(C2CC=C3C4CCC(C4(CCC3C2(CCC1=O)C)C)C5CC(C(OC5)C(C)(C)O)O)C
SMILES (Isomeric) C[C@@]12CC[C@H]3C(=CC[C@@H]4[C@@]3(CCC(=O)C4(C)C)C)[C@H]1CC[C@H]2[C@@H]5C[C@H]([C@@H](OC5)C(C)(C)O)O
InChI InChI=1S/C29H46O4/c1-26(2)23-10-7-18-20-9-8-19(17-15-22(30)25(33-16-17)27(3,4)32)28(20,5)13-11-21(18)29(23,6)14-12-24(26)31/h7,17,19-23,25,30,32H,8-16H2,1-6H3/t17-,19+,20-,21+,22-,23+,25-,28+,29-/m1/s1
InChI Key JFLHYCRSXPRCIW-RIGUAYFDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H46O4
Molecular Weight 458.70 g/mol
Exact Mass 458.33960994 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 5.20
Atomic LogP (AlogP) 5.31
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5R,9R,10R,13S,14S,17S)-17-[(3S,5R,6R)-5-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-4,4,10,13-tetramethyl-2,5,6,9,11,12,14,15,16,17-decahydro-1H-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 + 0.9793 97.93%
Caco-2 - 0.5504 55.04%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7930 79.30%
OATP2B1 inhibitior - 0.5761 57.61%
OATP1B1 inhibitior + 0.8965 89.65%
OATP1B3 inhibitior + 0.9758 97.58%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6423 64.23%
BSEP inhibitior + 0.7049 70.49%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.6335 63.35%
CYP3A4 substrate + 0.7017 70.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8031 80.31%
CYP3A4 inhibition - 0.8468 84.68%
CYP2C9 inhibition - 0.8817 88.17%
CYP2C19 inhibition - 0.9113 91.13%
CYP2D6 inhibition - 0.9235 92.35%
CYP1A2 inhibition - 0.8263 82.63%
CYP2C8 inhibition - 0.5639 56.39%
CYP inhibitory promiscuity - 0.8751 87.51%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5984 59.84%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9534 95.34%
Skin irritation + 0.5123 51.23%
Skin corrosion - 0.9397 93.97%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5949 59.49%
Micronuclear - 0.8700 87.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.8557 85.57%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.8354 83.54%
Acute Oral Toxicity (c) III 0.4884 48.84%
Estrogen receptor binding + 0.7854 78.54%
Androgen receptor binding + 0.6386 63.86%
Thyroid receptor binding + 0.6447 64.47%
Glucocorticoid receptor binding + 0.8482 84.82%
Aromatase binding + 0.5815 58.15%
PPAR gamma + 0.6522 65.22%
Honey bee toxicity - 0.7959 79.59%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9569 95.69%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.38% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.97% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.80% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.53% 100.00%
CHEMBL4040 P28482 MAP kinase ERK2 90.97% 83.82%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.96% 82.69%
CHEMBL226 P30542 Adenosine A1 receptor 89.05% 95.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.13% 99.23%
CHEMBL1871 P10275 Androgen Receptor 87.49% 96.43%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.21% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.07% 94.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.93% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.43% 89.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.43% 90.71%
CHEMBL2179 P04062 Beta-glucocerebrosidase 81.14% 85.31%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.75% 93.04%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 80.46% 98.00%
CHEMBL2581 P07339 Cathepsin D 80.39% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.14% 86.33%

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 pubescens

Cross-Links

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PubChem 162863942
LOTUS LTS0245349
wikiData Q105126732