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(8R,10R,12R,13R,17R)-17-(2-hydroxy-6-methylhept-5-en-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 87c26825-89e7-43a2-bc8c-de735ec572c8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (8R,10R,12R,13R,17R)-17-(2-hydroxy-6-methylhept-5-en-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) CC(=CCCC(C)(C1(CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)O)C)C)O)C)O)O)C
SMILES (Isomeric) CC(=CCCC(C)([C@]1(CCC2([C@@H]1[C@@H](CC3[C@]2(CCC4[C@@]3(CCC(C4(C)C)O)C)C)O)C)O)O)C
InChI InChI=1S/C30H52O4/c1-19(2)10-9-13-29(8,33)30(34)17-16-28(7)24(30)20(31)18-22-26(5)14-12-23(32)25(3,4)21(26)11-15-27(22,28)6/h10,20-24,31-34H,9,11-18H2,1-8H3/t20-,21?,22?,23?,24+,26+,27-,28?,29?,30-/m1/s1
InChI Key WXLOZJGXIWMQEC-VDJSTNAPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H52O4
Molecular Weight 476.70 g/mol
Exact Mass 476.38656014 g/mol
Topological Polar Surface Area (TPSA) 80.90 Ų
XlogP 6.00
Atomic LogP (AlogP) 5.62
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (8R,10R,12R,13R,17R)-17-(2-hydroxy-6-methylhept-5-en-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 + 0.9772 97.72%
Caco-2 - 0.6456 64.56%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.5615 56.15%
OATP2B1 inhibitior - 0.5759 57.59%
OATP1B1 inhibitior + 0.8636 86.36%
OATP1B3 inhibitior + 0.9112 91.12%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8314 83.14%
P-glycoprotein inhibitior - 0.5847 58.47%
P-glycoprotein substrate - 0.7843 78.43%
CYP3A4 substrate + 0.6809 68.09%
CYP2C9 substrate - 0.5858 58.58%
CYP2D6 substrate - 0.7545 75.45%
CYP3A4 inhibition - 0.8643 86.43%
CYP2C9 inhibition - 0.8341 83.41%
CYP2C19 inhibition - 0.7529 75.29%
CYP2D6 inhibition - 0.9488 94.88%
CYP1A2 inhibition - 0.8931 89.31%
CYP2C8 inhibition - 0.6072 60.72%
CYP inhibitory promiscuity - 0.8480 84.80%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6815 68.15%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.9188 91.88%
Skin irritation + 0.5703 57.03%
Skin corrosion - 0.9390 93.90%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6464 64.64%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.7466 74.66%
skin sensitisation - 0.7237 72.37%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.6917 69.17%
Acute Oral Toxicity (c) I 0.7150 71.50%
Estrogen receptor binding + 0.7659 76.59%
Androgen receptor binding + 0.6911 69.11%
Thyroid receptor binding + 0.6537 65.37%
Glucocorticoid receptor binding + 0.7299 72.99%
Aromatase binding + 0.7916 79.16%
PPAR gamma + 0.6638 66.38%
Honey bee toxicity - 0.6892 68.92%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9857 98.57%

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 96.94% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.20% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.14% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 92.78% 97.79%
CHEMBL226 P30542 Adenosine A1 receptor 91.90% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.04% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.38% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.74% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.32% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.56% 95.89%
CHEMBL1902 P62942 FK506-binding protein 1A 85.08% 97.05%
CHEMBL1937 Q92769 Histone deacetylase 2 84.06% 94.75%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.61% 91.03%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.86% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 81.74% 100.00%
CHEMBL2581 P07339 Cathepsin D 81.72% 98.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.15% 95.50%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 80.91% 90.93%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.72% 92.94%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.58% 96.90%

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 pubescens
Rubus laciniatus

Cross-Links

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PubChem 5315256
LOTUS LTS0230305
wikiData Q105385959