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(3R,5R,8R,9R,10R,12R,13R,14R,17R)-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthrene-3,12,17-triol

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 62be1816-6394-4a06-ae49-f35118628b74
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3R,5R,8R,9R,10R,12R,13R,14R,17R)-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthrene-3,12,17-triol
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1O)C)CC(C4C3(CCC4(C5(CCC(O5)C(C)(C)O)C)O)C)O)C)C
SMILES (Isomeric) C[C@]12CC[C@H](C([C@@H]1CC[C@@]3([C@@H]2C[C@H]([C@H]4[C@]3(CC[C@@]4([C@@]5(CC[C@@H](O5)C(C)(C)O)C)O)C)O)C)(C)C)O
InChI InChI=1S/C30H52O5/c1-24(2)19-9-13-27(6)20(26(19,5)12-10-21(24)32)17-18(31)23-28(27,7)15-16-30(23,34)29(8)14-11-22(35-29)25(3,4)33/h18-23,31-34H,9-17H2,1-8H3/t18-,19+,20-,21-,22-,23+,26+,27-,28-,29+,30-/m1/s1
InChI Key QYGPFTLXAZGSEF-LCZMWSNTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H52O5
Molecular Weight 492.70 g/mol
Exact Mass 492.38147475 g/mol
Topological Polar Surface Area (TPSA) 90.20 Ų
XlogP 4.70
Atomic LogP (AlogP) 4.83
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,5R,8R,9R,10R,12R,13R,14R,17R)-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthrene-3,12,17-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9739 97.39%
Caco-2 - 0.6695 66.95%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.5807 58.07%
OATP2B1 inhibitior - 0.5762 57.62%
OATP1B1 inhibitior + 0.8882 88.82%
OATP1B3 inhibitior + 0.9346 93.46%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8071 80.71%
BSEP inhibitior - 0.7386 73.86%
P-glycoprotein inhibitior - 0.6459 64.59%
P-glycoprotein substrate - 0.7396 73.96%
CYP3A4 substrate + 0.7007 70.07%
CYP2C9 substrate - 0.6036 60.36%
CYP2D6 substrate - 0.7058 70.58%
CYP3A4 inhibition - 0.7474 74.74%
CYP2C9 inhibition - 0.8314 83.14%
CYP2C19 inhibition - 0.8106 81.06%
CYP2D6 inhibition - 0.9497 94.97%
CYP1A2 inhibition - 0.7735 77.35%
CYP2C8 inhibition + 0.4832 48.32%
CYP inhibitory promiscuity - 0.8681 86.81%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5798 57.98%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9091 90.91%
Skin irritation - 0.5800 58.00%
Skin corrosion - 0.9026 90.26%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3611 36.11%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.6551 65.51%
skin sensitisation - 0.8421 84.21%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.6997 69.97%
Acute Oral Toxicity (c) I 0.4445 44.45%
Estrogen receptor binding + 0.6851 68.51%
Androgen receptor binding + 0.7131 71.31%
Thyroid receptor binding + 0.6323 63.23%
Glucocorticoid receptor binding + 0.7544 75.44%
Aromatase binding + 0.7486 74.86%
PPAR gamma + 0.5361 53.61%
Honey bee toxicity - 0.7226 72.26%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9292 92.92%

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 97.02% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.16% 97.09%
CHEMBL1914 P06276 Butyrylcholinesterase 93.54% 95.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.24% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.95% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.86% 96.61%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 90.68% 97.31%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 89.39% 95.58%
CHEMBL259 P32245 Melanocortin receptor 4 88.33% 95.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.72% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.67% 96.09%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 87.32% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.16% 100.00%
CHEMBL1871 P10275 Androgen Receptor 86.46% 96.43%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 86.22% 85.30%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.06% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.20% 89.05%
CHEMBL2996 Q05655 Protein kinase C delta 83.86% 97.79%
CHEMBL4040 P28482 MAP kinase ERK2 83.67% 83.82%
CHEMBL238 Q01959 Dopamine transporter 83.22% 95.88%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.30% 91.03%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 81.19% 95.42%
CHEMBL204 P00734 Thrombin 80.45% 96.01%

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.
Betula costata
Betula pendula

Cross-Links

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PubChem 14241055
LOTUS LTS0133661
wikiData Q105230114