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(5R,6S)-6-[(8S,9S,10R,13S,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-3-(hydroxymethyl)-2-methylheptane-2,5-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 6da21c97-e14b-40d9-a0c7-76308186ee0f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Trihydroxy bile acids, alcohols and derivatives
IUPAC Name (5R,6S)-6-[(8S,9S,10R,13S,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-3-(hydroxymethyl)-2-methylheptane-2,5-diol
SMILES (Canonical) CC(C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(CC(CO)C(C)(C)O)O
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CCC(C4)O)C)C)[C@@H](CC(CO)C(C)(C)O)O
InChI InChI=1S/C28H48O4/c1-17(25(31)15-19(16-29)26(2,3)32)22-8-9-23-21-7-6-18-14-20(30)10-12-27(18,4)24(21)11-13-28(22,23)5/h6,17,19-25,29-32H,7-16H2,1-5H3/t17-,19?,20?,21-,22+,23-,24-,25+,27-,28+/m0/s1
InChI Key BFMCGCIIJRFLCV-TYDGGYNUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H48O4
Molecular Weight 448.70 g/mol
Exact Mass 448.35526001 g/mol
Topological Polar Surface Area (TPSA) 80.90 Ų
XlogP 4.80
Atomic LogP (AlogP) 4.69
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9887 98.87%
Caco-2 - 0.6357 63.57%
Blood Brain Barrier + 0.7135 71.35%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.5985 59.85%
OATP2B1 inhibitior - 0.5783 57.83%
OATP1B1 inhibitior + 0.9184 91.84%
OATP1B3 inhibitior + 0.8907 89.07%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6121 61.21%
BSEP inhibitior + 0.7455 74.55%
P-glycoprotein inhibitior - 0.5369 53.69%
P-glycoprotein substrate + 0.7544 75.44%
CYP3A4 substrate + 0.7244 72.44%
CYP2C9 substrate - 0.7574 75.74%
CYP2D6 substrate - 0.7625 76.25%
CYP3A4 inhibition - 0.8911 89.11%
CYP2C9 inhibition - 0.8770 87.70%
CYP2C19 inhibition - 0.9168 91.68%
CYP2D6 inhibition - 0.9384 93.84%
CYP1A2 inhibition - 0.9163 91.63%
CYP2C8 inhibition + 0.5882 58.82%
CYP inhibitory promiscuity - 0.7599 75.99%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7019 70.19%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9605 96.05%
Skin irritation - 0.5253 52.53%
Skin corrosion - 0.9559 95.59%
Ames mutagenesis - 0.8144 81.44%
Human Ether-a-go-go-Related Gene inhibition + 0.7107 71.07%
Micronuclear - 0.9200 92.00%
Hepatotoxicity + 0.5188 51.88%
skin sensitisation - 0.8455 84.55%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.8617 86.17%
Acute Oral Toxicity (c) III 0.6096 60.96%
Estrogen receptor binding + 0.7973 79.73%
Androgen receptor binding + 0.7922 79.22%
Thyroid receptor binding + 0.5813 58.13%
Glucocorticoid receptor binding + 0.7356 73.56%
Aromatase binding + 0.5391 53.91%
PPAR gamma + 0.5378 53.78%
Honey bee toxicity - 0.8080 80.80%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9763 97.63%

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 99.31% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.22% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.41% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 96.85% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.20% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 93.83% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.82% 100.00%
CHEMBL242 Q92731 Estrogen receptor beta 91.01% 98.35%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.09% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.02% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.22% 93.56%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 86.34% 97.29%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.72% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.57% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.01% 93.04%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 83.10% 95.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.72% 94.45%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.61% 89.05%
CHEMBL237 P41145 Kappa opioid receptor 82.55% 98.10%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.19% 90.71%
CHEMBL1871 P10275 Androgen Receptor 81.77% 96.43%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.77% 97.14%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 80.82% 97.23%
CHEMBL1977 P11473 Vitamin D receptor 80.77% 99.43%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 80.74% 98.46%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.45% 100.00%

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.
Senna siamea

Cross-Links

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PubChem 101277280
LOTUS LTS0007423
wikiData Q105219469