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(3S,5S,6S,8S,9R,10S,13R,14S,15S,16R,17R)-17-[(2R,6S)-7-hydroxy-6-methyl-5-methylideneheptan-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,6,8,15,16-pentol

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 7d805526-9e52-4961-b72c-4556767c2cf2
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Pentahydroxy bile acids, alcohols and derivatives
IUPAC Name (3S,5S,6S,8S,9R,10S,13R,14S,15S,16R,17R)-17-[(2R,6S)-7-hydroxy-6-methyl-5-methylideneheptan-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,6,8,15,16-pentol
SMILES (Canonical) CC(CCC(=C)C(C)CO)C1C(C(C2C1(CCC3C2(CC(C4C3(CCC(C4)O)C)O)O)C)O)O
SMILES (Isomeric) C[C@H](CCC(=C)[C@H](C)CO)[C@H]1[C@H]([C@H]([C@@H]2[C@@]1(CC[C@H]3[C@]2(C[C@@H]([C@@H]4[C@@]3(CC[C@@H](C4)O)C)O)O)C)O)O
InChI InChI=1S/C28H48O6/c1-15(17(3)14-29)6-7-16(2)22-23(32)24(33)25-27(22,5)11-9-21-26(4)10-8-18(30)12-19(26)20(31)13-28(21,25)34/h16-25,29-34H,1,6-14H2,2-5H3/t16-,17-,18+,19-,20+,21-,22+,23-,24-,25-,26+,27-,28+/m1/s1
InChI Key RFMGKGFJXNLBSR-DXUOMTDUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H48O6
Molecular Weight 480.70 g/mol
Exact Mass 480.34508925 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 2.63
H-Bond Acceptor 6
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9547 95.47%
Caco-2 - 0.7630 76.30%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.4763 47.63%
OATP2B1 inhibitior - 0.5724 57.24%
OATP1B1 inhibitior + 0.8516 85.16%
OATP1B3 inhibitior + 0.9162 91.62%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6717 67.17%
BSEP inhibitior - 0.5720 57.20%
P-glycoprotein inhibitior - 0.5971 59.71%
P-glycoprotein substrate + 0.5558 55.58%
CYP3A4 substrate + 0.6961 69.61%
CYP2C9 substrate - 0.7657 76.57%
CYP2D6 substrate - 0.7779 77.79%
CYP3A4 inhibition - 0.8867 88.67%
CYP2C9 inhibition - 0.8738 87.38%
CYP2C19 inhibition - 0.8670 86.70%
CYP2D6 inhibition - 0.9393 93.93%
CYP1A2 inhibition - 0.9042 90.42%
CYP2C8 inhibition + 0.4498 44.98%
CYP inhibitory promiscuity - 0.9198 91.98%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7363 73.63%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9305 93.05%
Skin irritation + 0.5265 52.65%
Skin corrosion - 0.9503 95.03%
Ames mutagenesis - 0.7547 75.47%
Human Ether-a-go-go-Related Gene inhibition + 0.7507 75.07%
Micronuclear - 0.9500 95.00%
Hepatotoxicity - 0.6672 66.72%
skin sensitisation - 0.8794 87.94%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7007 70.07%
Acute Oral Toxicity (c) III 0.5412 54.12%
Estrogen receptor binding + 0.6559 65.59%
Androgen receptor binding + 0.6862 68.62%
Thyroid receptor binding + 0.5951 59.51%
Glucocorticoid receptor binding + 0.6626 66.26%
Aromatase binding + 0.6855 68.55%
PPAR gamma + 0.5962 59.62%
Honey bee toxicity - 0.7439 74.39%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9781 97.81%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.51% 83.82%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.21% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.65% 96.09%
CHEMBL233 P35372 Mu opioid receptor 95.42% 97.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.37% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.82% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 94.66% 95.93%
CHEMBL206 P03372 Estrogen receptor alpha 94.57% 97.64%
CHEMBL237 P41145 Kappa opioid receptor 94.49% 98.10%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 93.49% 95.58%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.17% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.04% 82.69%
CHEMBL2996 Q05655 Protein kinase C delta 92.80% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.24% 91.11%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.52% 96.47%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 90.36% 91.03%
CHEMBL221 P23219 Cyclooxygenase-1 90.28% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.39% 100.00%
CHEMBL299 P17252 Protein kinase C alpha 88.56% 98.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.25% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.02% 89.05%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 87.02% 92.50%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 86.95% 83.10%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.95% 92.86%
CHEMBL220 P22303 Acetylcholinesterase 86.77% 94.45%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 86.35% 96.03%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.67% 95.89%
CHEMBL2094135 Q96BI3 Gamma-secretase 85.38% 98.05%
CHEMBL238 Q01959 Dopamine transporter 84.41% 95.88%
CHEMBL2581 P07339 Cathepsin D 84.39% 98.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.74% 100.00%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 83.61% 99.00%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 83.50% 95.36%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.26% 97.14%
CHEMBL1937 Q92769 Histone deacetylase 2 82.45% 94.75%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.29% 100.00%
CHEMBL4581 P52732 Kinesin-like protein 1 82.12% 93.18%
CHEMBL236 P41143 Delta opioid receptor 81.98% 99.35%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 81.67% 95.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.31% 91.24%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.16% 96.38%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.08% 100.00%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.01% 98.33%

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 13990002
LOTUS LTS0177548
wikiData Q105235484