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(2S,3R,5R,9R,10R,11R,13R,14S,17S)-2,3,11,14-tetrahydroxy-17-[(2R,3S,5R)-3-hydroxy-5-(hydroxymethyl)-2-methyl-5-propan-2-yloxolan-2-yl]-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-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 6cc2fc88-a709-4771-bff3-e1489e813855
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name (2S,3R,5R,9R,10R,11R,13R,14S,17S)-2,3,11,14-tetrahydroxy-17-[(2R,3S,5R)-3-hydroxy-5-(hydroxymethyl)-2-methyl-5-propan-2-yloxolan-2-yl]-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC(C)C1(CC(C(O1)(C)C2CCC3(C2(CC(C4C3=CC(=O)C5C4(CC(C(C5)O)O)C)O)C)O)O)CO
SMILES (Isomeric) CC(C)[C@]1(C[C@@H]([C@@](O1)(C)[C@H]2CC[C@@]3([C@@]2(C[C@H]([C@H]4C3=CC(=O)[C@H]5[C@@]4(C[C@@H]([C@@H](C5)O)O)C)O)C)O)O)CO
InChI InChI=1S/C28H44O8/c1-14(2)27(13-29)12-22(34)26(5,36-27)21-6-7-28(35)16-9-17(30)15-8-18(31)19(32)10-24(15,3)23(16)20(33)11-25(21,28)4/h9,14-15,18-23,29,31-35H,6-8,10-13H2,1-5H3/t15-,18+,19-,20+,21-,22-,23+,24-,25+,26+,27-,28+/m0/s1
InChI Key KFWPEZQKCIZSHF-VGKHSYQCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H44O8
Molecular Weight 508.60 g/mol
Exact Mass 508.30361836 g/mol
Topological Polar Surface Area (TPSA) 148.00 Ų
XlogP -0.20
Atomic LogP (AlogP) 1.09
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,5R,9R,10R,11R,13R,14S,17S)-2,3,11,14-tetrahydroxy-17-[(2R,3S,5R)-3-hydroxy-5-(hydroxymethyl)-2-methyl-5-propan-2-yloxolan-2-yl]-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9907 99.07%
Caco-2 - 0.6663 66.63%
Blood Brain Barrier - 0.5115 51.15%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8514 85.14%
OATP2B1 inhibitior - 0.8589 85.89%
OATP1B1 inhibitior + 0.8333 83.33%
OATP1B3 inhibitior + 0.9553 95.53%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8333 83.33%
BSEP inhibitior - 0.6515 65.15%
P-glycoprotein inhibitior - 0.6310 63.10%
P-glycoprotein substrate - 0.5283 52.83%
CYP3A4 substrate + 0.6906 69.06%
CYP2C9 substrate - 0.8100 81.00%
CYP2D6 substrate - 0.8833 88.33%
CYP3A4 inhibition - 0.7091 70.91%
CYP2C9 inhibition - 0.8088 80.88%
CYP2C19 inhibition - 0.8602 86.02%
CYP2D6 inhibition - 0.9393 93.93%
CYP1A2 inhibition - 0.8697 86.97%
CYP2C8 inhibition - 0.6219 62.19%
CYP inhibitory promiscuity - 0.8783 87.83%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5110 51.10%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9392 93.92%
Skin irritation + 0.5221 52.21%
Skin corrosion - 0.9419 94.19%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6441 64.41%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6042 60.42%
skin sensitisation - 0.8867 88.67%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7661 76.61%
Acute Oral Toxicity (c) III 0.5280 52.80%
Estrogen receptor binding + 0.7405 74.05%
Androgen receptor binding + 0.7373 73.73%
Thyroid receptor binding + 0.5909 59.09%
Glucocorticoid receptor binding + 0.7762 77.62%
Aromatase binding + 0.7203 72.03%
PPAR gamma - 0.5254 52.54%
Honey bee toxicity - 0.8334 83.34%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.9783 97.83%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.59% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.26% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.47% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.64% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.06% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.85% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.83% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.61% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.53% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.91% 95.89%
CHEMBL4040 P28482 MAP kinase ERK2 86.72% 83.82%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.91% 93.99%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.83% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 85.20% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.84% 89.00%
CHEMBL299 P17252 Protein kinase C alpha 82.82% 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 101851588
LOTUS LTS0177211
wikiData Q105140592