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(3R,8S,9S,10R,13S,14S,16S,17R)-17-[(2R,3S)-2,3-dihydroxy-6-methyl-5-methylideneheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,16-diol

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 b2754267-4b14-4ce2-ab3d-92b4bc39a557
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Tetrahydroxy bile acids, alcohols and derivatives
IUPAC Name (3R,8S,9S,10R,13S,14S,16S,17R)-17-[(2R,3S)-2,3-dihydroxy-6-methyl-5-methylideneheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,16-diol
SMILES (Canonical) CC(C)C(=C)CC(C(C)(C1C(CC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)O)O)O
SMILES (Isomeric) CC(C)C(=C)C[C@@H]([C@@](C)([C@H]1[C@H](C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@H](C4)O)C)C)O)O)O
InChI InChI=1S/C28H46O4/c1-16(2)17(3)13-24(31)28(6,32)25-23(30)15-22-20-8-7-18-14-19(29)9-11-26(18,4)21(20)10-12-27(22,25)5/h7,16,19-25,29-32H,3,8-15H2,1-2,4-6H3/t19-,20-,21+,22+,23+,24+,25+,26+,27+,28+/m1/s1
InChI Key ABAPYVVRZZEXPC-DWWLUTIESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H46O4
Molecular Weight 446.70 g/mol
Exact Mass 446.33960994 g/mol
Topological Polar Surface Area (TPSA) 80.90 Ų
XlogP 5.40
Atomic LogP (AlogP) 4.61
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,8S,9S,10R,13S,14S,16S,17R)-17-[(2R,3S)-2,3-dihydroxy-6-methyl-5-methylideneheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,16-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9784 97.84%
Caco-2 - 0.6525 65.25%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.5578 55.78%
OATP2B1 inhibitior - 0.5835 58.35%
OATP1B1 inhibitior + 0.9243 92.43%
OATP1B3 inhibitior + 0.8584 85.84%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6818 68.18%
P-glycoprotein inhibitior - 0.6082 60.82%
P-glycoprotein substrate + 0.6903 69.03%
CYP3A4 substrate + 0.7180 71.80%
CYP2C9 substrate - 0.5858 58.58%
CYP2D6 substrate - 0.7545 75.45%
CYP3A4 inhibition - 0.8715 87.15%
CYP2C9 inhibition - 0.8419 84.19%
CYP2C19 inhibition - 0.7391 73.91%
CYP2D6 inhibition - 0.9416 94.16%
CYP1A2 inhibition - 0.8946 89.46%
CYP2C8 inhibition + 0.6169 61.69%
CYP inhibitory promiscuity - 0.8575 85.75%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7000 70.00%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9446 94.46%
Skin irritation + 0.5534 55.34%
Skin corrosion - 0.9300 93.00%
Ames mutagenesis - 0.8328 83.28%
Human Ether-a-go-go-Related Gene inhibition + 0.7743 77.43%
Micronuclear - 0.9200 92.00%
Hepatotoxicity + 0.6134 61.34%
skin sensitisation - 0.7607 76.07%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7991 79.91%
Acute Oral Toxicity (c) I 0.6819 68.19%
Estrogen receptor binding + 0.7756 77.56%
Androgen receptor binding + 0.7706 77.06%
Thyroid receptor binding + 0.6111 61.11%
Glucocorticoid receptor binding + 0.7696 76.96%
Aromatase binding + 0.6250 62.50%
PPAR gamma + 0.5840 58.40%
Honey bee toxicity - 0.6697 66.97%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9936 99.36%

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 99.32% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.40% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.60% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.57% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.95% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.66% 95.93%
CHEMBL1871 P10275 Androgen Receptor 91.67% 96.43%
CHEMBL2179 P04062 Beta-glucocerebrosidase 91.40% 85.31%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.08% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.33% 85.14%
CHEMBL2996 Q05655 Protein kinase C delta 87.34% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.90% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.87% 95.89%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 86.10% 91.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.52% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.30% 93.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.89% 93.04%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 82.19% 97.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.11% 89.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.88% 89.62%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 81.52% 97.29%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.37% 89.05%
CHEMBL1977 P11473 Vitamin D receptor 81.09% 99.43%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.80% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.57% 100.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.15% 90.24%

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.
Melia azedarach

Cross-Links

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PubChem 162849491
LOTUS LTS0008664
wikiData Q104908498