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(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3R,6R)-2,3,6,7-tetrahydroxy-6-methyl-5-methylideneheptan-2-yl]-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 67c44ab8-0870-4358-8304-ef885a805bd5
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives
IUPAC Name (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3R,6R)-2,3,6,7-tetrahydroxy-6-methyl-5-methylideneheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(C(CC(=C)C(C)(CO)O)O)O)O
SMILES (Isomeric) C[C@]12CC[C@H]3C(=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)[C@@]1(CC[C@@H]2[C@](C)([C@@H](CC(=C)[C@](C)(CO)O)O)O)O
InChI InChI=1S/C28H44O8/c1-15(26(4,34)14-29)10-23(33)27(5,35)22-7-9-28(36)17-11-19(30)18-12-20(31)21(32)13-24(18,2)16(17)6-8-25(22,28)3/h11,16,18,20-23,29,31-36H,1,6-10,12-14H2,2-5H3/t16-,18-,20+,21-,22-,23+,24+,25+,26-,27+,28+/m0/s1
InChI Key LWHQEHHVRVTYEX-NEYHILAWSA-N
Popularity 0 references 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) 159.00 Ų
XlogP -0.20
Atomic LogP (AlogP) 0.99
H-Bond Acceptor 8
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3R,6R)-2,3,6,7-tetrahydroxy-6-methyl-5-methylideneheptan-2-yl]-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 + 0.9883 98.83%
Caco-2 - 0.6719 67.19%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7976 79.76%
OATP2B1 inhibitior - 0.5739 57.39%
OATP1B1 inhibitior + 0.8997 89.97%
OATP1B3 inhibitior + 0.9366 93.66%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5202 52.02%
BSEP inhibitior + 0.7539 75.39%
P-glycoprotein inhibitior - 0.6008 60.08%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7113 71.13%
CYP2C9 substrate - 0.8204 82.04%
CYP2D6 substrate - 0.8901 89.01%
CYP3A4 inhibition - 0.7891 78.91%
CYP2C9 inhibition - 0.8876 88.76%
CYP2C19 inhibition - 0.9006 90.06%
CYP2D6 inhibition - 0.9375 93.75%
CYP1A2 inhibition - 0.9254 92.54%
CYP2C8 inhibition + 0.4478 44.78%
CYP inhibitory promiscuity - 0.9305 93.05%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7237 72.37%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.9396 93.96%
Skin irritation + 0.6093 60.93%
Skin corrosion - 0.9533 95.33%
Ames mutagenesis - 0.6670 66.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6460 64.60%
Micronuclear - 0.9100 91.00%
Hepatotoxicity + 0.5213 52.13%
skin sensitisation - 0.8860 88.60%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.7111 71.11%
Acute Oral Toxicity (c) III 0.6923 69.23%
Estrogen receptor binding + 0.7789 77.89%
Androgen receptor binding + 0.7491 74.91%
Thyroid receptor binding + 0.6055 60.55%
Glucocorticoid receptor binding + 0.7463 74.63%
Aromatase binding + 0.6802 68.02%
PPAR gamma - 0.5140 51.40%
Honey bee toxicity - 0.7678 76.78%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9899 98.99%

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 98.76% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.74% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.49% 85.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 96.01% 82.69%
CHEMBL2581 P07339 Cathepsin D 93.69% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.09% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.06% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.03% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.61% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.07% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.51% 100.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 86.77% 94.78%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.74% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.71% 96.77%
CHEMBL1871 P10275 Androgen Receptor 84.68% 96.43%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.21% 97.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.99% 96.61%
CHEMBL259 P32245 Melanocortin receptor 4 83.29% 95.38%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.17% 100.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.39% 86.92%
CHEMBL4660 P28907 Lymphocyte differentiation antigen CD38 81.92% 95.27%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.57% 96.90%

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.
Chenopodium quinoa

Cross-Links

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PubChem 162906307
LOTUS LTS0238743
wikiData Q105158288