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(3R,5R,8R,9R,10S,11S,12S,13R,14R,17S)-17-[(E,2S)-6-hydroperoxy-2-hydroxy-6-methylhept-4-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]phenanthrene-3,11,12-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 e6235103-46b3-4db2-b0b8-d690b4d85e81
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3R,5R,8R,9R,10S,11S,12S,13R,14R,17S)-17-[(E,2S)-6-hydroperoxy-2-hydroxy-6-methylhept-4-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]phenanthrene-3,11,12-triol
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1O)C)C(C(C4C3(CCC4C(C)(CC=CC(C)(C)OO)O)C)O)O)C)C
SMILES (Isomeric) C[C@]12CC[C@H](C([C@@H]1CC[C@@]3([C@@H]2[C@@H]([C@H]([C@H]4[C@]3(CC[C@@H]4[C@](C)(C/C=C/C(C)(C)OO)O)C)O)O)C)(C)C)O
InChI InChI=1S/C30H52O6/c1-25(2,36-35)13-9-14-30(8,34)18-10-16-28(6)21(18)22(32)23(33)24-27(5)15-12-20(31)26(3,4)19(27)11-17-29(24,28)7/h9,13,18-24,31-35H,10-12,14-17H2,1-8H3/b13-9+/t18-,19-,20+,21-,22-,23+,24+,27-,28+,29+,30-/m0/s1
InChI Key PIBYHSHUZIRXDG-CRCYQEEMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H52O6
Molecular Weight 508.70 g/mol
Exact Mass 508.37638937 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.94
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,5R,8R,9R,10S,11S,12S,13R,14R,17S)-17-[(E,2S)-6-hydroperoxy-2-hydroxy-6-methylhept-4-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]phenanthrene-3,11,12-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9773 97.73%
Caco-2 - 0.7199 71.99%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6582 65.82%
OATP2B1 inhibitior - 0.7173 71.73%
OATP1B1 inhibitior + 0.8532 85.32%
OATP1B3 inhibitior + 0.9240 92.40%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.4580 45.80%
P-glycoprotein inhibitior - 0.4791 47.91%
P-glycoprotein substrate - 0.7768 77.68%
CYP3A4 substrate + 0.6868 68.68%
CYP2C9 substrate - 0.7753 77.53%
CYP2D6 substrate - 0.7827 78.27%
CYP3A4 inhibition - 0.7658 76.58%
CYP2C9 inhibition - 0.8507 85.07%
CYP2C19 inhibition - 0.7392 73.92%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.8160 81.60%
CYP2C8 inhibition + 0.5457 54.57%
CYP inhibitory promiscuity - 0.8335 83.35%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7900 79.00%
Carcinogenicity (trinary) Non-required 0.6926 69.26%
Eye corrosion - 0.9840 98.40%
Eye irritation - 0.9323 93.23%
Skin irritation - 0.5192 51.92%
Skin corrosion - 0.8868 88.68%
Ames mutagenesis - 0.6045 60.45%
Human Ether-a-go-go-Related Gene inhibition + 0.7095 70.95%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.6162 61.62%
skin sensitisation - 0.7272 72.72%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8187 81.87%
Acute Oral Toxicity (c) III 0.4928 49.28%
Estrogen receptor binding + 0.7297 72.97%
Androgen receptor binding + 0.6891 68.91%
Thyroid receptor binding + 0.5716 57.16%
Glucocorticoid receptor binding + 0.6493 64.93%
Aromatase binding + 0.7431 74.31%
PPAR gamma + 0.5659 56.59%
Honey bee toxicity - 0.7135 71.35%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9893 98.93%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.79% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.59% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.59% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.81% 82.69%
CHEMBL1937 Q92769 Histone deacetylase 2 91.10% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.08% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.25% 92.94%
CHEMBL1914 P06276 Butyrylcholinesterase 88.19% 95.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 86.64% 89.34%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.45% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.34% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.84% 94.45%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.73% 91.03%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.03% 96.61%
CHEMBL226 P30542 Adenosine A1 receptor 82.68% 95.93%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 82.53% 90.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.47% 100.00%
CHEMBL2581 P07339 Cathepsin D 82.20% 98.95%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 80.74% 94.97%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.54% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.47% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.19% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.01% 91.07%

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.
Proboscidea louisianica

Cross-Links

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PubChem 101514229
LOTUS LTS0146695
wikiData Q105209423