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(3S,5R,8R,9R,10R,13R,14R,17S)-17-[(2S)-2-hydroxy-5,6-dimethylhept-6-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

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 339b45c6-aa67-4c71-a7e8-5a50395d0c87
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,5R,8R,9R,10R,13R,14R,17S)-17-[(2S)-2-hydroxy-5,6-dimethylhept-6-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
SMILES (Canonical) CC(CCC(C)(C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)O)C)C)C)O)C(=C)C
SMILES (Isomeric) CC(CC[C@@](C)([C@H]1CC[C@@]2([C@@H]1CC[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C)C)O)C(=C)C
InChI InChI=1S/C31H54O2/c1-20(2)21(3)12-19-31(9,33)23-13-17-29(7)22(23)10-11-25-28(6)16-15-26(32)27(4,5)24(28)14-18-30(25,29)8/h21-26,32-33H,1,10-19H2,2-9H3/t21?,22-,23+,24+,25-,26+,28+,29-,30-,31+/m1/s1
InChI Key BPDZJMCTHRVRNC-SVCJDCTISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H54O2
Molecular Weight 458.80 g/mol
Exact Mass 458.412380961 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 9.00
Atomic LogP (AlogP) 7.78
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9969 99.69%
Caco-2 - 0.5644 56.44%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.4758 47.58%
OATP2B1 inhibitior - 0.5749 57.49%
OATP1B1 inhibitior + 0.9047 90.47%
OATP1B3 inhibitior + 0.8695 86.95%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.5562 55.62%
P-glycoprotein inhibitior - 0.6605 66.05%
P-glycoprotein substrate - 0.7307 73.07%
CYP3A4 substrate + 0.6736 67.36%
CYP2C9 substrate - 0.5811 58.11%
CYP2D6 substrate - 0.7340 73.40%
CYP3A4 inhibition - 0.7968 79.68%
CYP2C9 inhibition - 0.9229 92.29%
CYP2C19 inhibition - 0.7885 78.85%
CYP2D6 inhibition - 0.9488 94.88%
CYP1A2 inhibition - 0.8874 88.74%
CYP2C8 inhibition - 0.6775 67.75%
CYP inhibitory promiscuity - 0.5600 56.00%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6374 63.74%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9244 92.44%
Skin irritation + 0.5158 51.58%
Skin corrosion - 0.9531 95.31%
Ames mutagenesis - 0.7537 75.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7065 70.65%
Micronuclear - 0.9600 96.00%
Hepatotoxicity - 0.7448 74.48%
skin sensitisation + 0.5538 55.38%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.8961 89.61%
Acute Oral Toxicity (c) I 0.5667 56.67%
Estrogen receptor binding + 0.7115 71.15%
Androgen receptor binding + 0.7349 73.49%
Thyroid receptor binding + 0.6150 61.50%
Glucocorticoid receptor binding + 0.7355 73.55%
Aromatase binding + 0.7133 71.33%
PPAR gamma + 0.5697 56.97%
Honey bee toxicity - 0.6955 69.55%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9930 99.30%

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 98.22% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.45% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.59% 96.61%
CHEMBL2581 P07339 Cathepsin D 93.88% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 93.45% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.05% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.72% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.42% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.63% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.45% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.01% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 86.57% 98.10%
CHEMBL4040 P28482 MAP kinase ERK2 86.19% 83.82%
CHEMBL1937 Q92769 Histone deacetylase 2 85.04% 94.75%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.89% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.53% 95.89%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.00% 90.08%
CHEMBL206 P03372 Estrogen receptor alpha 83.29% 97.64%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.62% 100.00%
CHEMBL3524 P56524 Histone deacetylase 4 81.29% 92.97%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.86% 93.56%
CHEMBL2179 P04062 Beta-glucocerebrosidase 80.59% 85.31%
CHEMBL226 P30542 Adenosine A1 receptor 80.52% 95.93%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 80.41% 99.17%

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 101280167
LOTUS LTS0175552
wikiData Q104941936