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(3R,5R,8R,9R,10S,11S,12S,13R,14R,17S)-17-[(2S,5R)-5-hydroperoxy-2-hydroxy-6-methylhept-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]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 50ac6f94-d3f9-4952-adf1-f7c3c127a3c0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3R,5R,8R,9R,10S,11S,12S,13R,14R,17S)-17-[(2S,5R)-5-hydroperoxy-2-hydroxy-6-methylhept-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]phenanthrene-3,11,12-triol
SMILES (Canonical) CC(=C)C(CCC(C)(C1CCC2(C1C(C(C3C2(CCC4C3(CCC(C4(C)C)O)C)C)O)O)C)O)OO
SMILES (Isomeric) CC(=C)[C@@H](CC[C@@](C)([C@H]1CC[C@@]2([C@@H]1[C@@H]([C@H]([C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@H](C4(C)C)O)C)C)O)O)C)O)OO
InChI InChI=1S/C30H52O6/c1-17(2)19(36-35)10-16-30(8,34)18-9-14-28(6)22(18)23(32)24(33)25-27(5)13-12-21(31)26(3,4)20(27)11-15-29(25,28)7/h18-25,31-35H,1,9-16H2,2-8H3/t18-,19+,20-,21+,22-,23-,24+,25+,27-,28+,29+,30-/m0/s1
InChI Key DEGGBVXNRVBSRR-IJMNIMFHSA-N
Popularity 1 reference 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 5.30
Atomic LogP (AlogP) 4.94
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 6

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-[(2S,5R)-5-hydroperoxy-2-hydroxy-6-methylhept-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]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 + 0.9784 97.84%
Caco-2 - 0.7494 74.94%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6149 61.49%
OATP2B1 inhibitior - 0.5732 57.32%
OATP1B1 inhibitior + 0.8839 88.39%
OATP1B3 inhibitior + 0.8964 89.64%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.7618 76.18%
P-glycoprotein inhibitior - 0.5514 55.14%
P-glycoprotein substrate - 0.6447 64.47%
CYP3A4 substrate + 0.6972 69.72%
CYP2C9 substrate - 0.5886 58.86%
CYP2D6 substrate - 0.7673 76.73%
CYP3A4 inhibition - 0.7088 70.88%
CYP2C9 inhibition - 0.7959 79.59%
CYP2C19 inhibition - 0.7281 72.81%
CYP2D6 inhibition - 0.9288 92.88%
CYP1A2 inhibition - 0.8492 84.92%
CYP2C8 inhibition + 0.5337 53.37%
CYP inhibitory promiscuity - 0.7676 76.76%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8300 83.00%
Carcinogenicity (trinary) Non-required 0.6974 69.74%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.9151 91.51%
Skin irritation - 0.5326 53.26%
Skin corrosion - 0.9055 90.55%
Ames mutagenesis - 0.7137 71.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7380 73.80%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7040 70.40%
skin sensitisation - 0.7146 71.46%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8175 81.75%
Acute Oral Toxicity (c) III 0.4742 47.42%
Estrogen receptor binding + 0.6240 62.40%
Androgen receptor binding + 0.7240 72.40%
Thyroid receptor binding + 0.5325 53.25%
Glucocorticoid receptor binding + 0.6159 61.59%
Aromatase binding + 0.7429 74.29%
PPAR gamma + 0.5590 55.90%
Honey bee toxicity - 0.6041 60.41%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9961 99.61%

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 98.77% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.64% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.76% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.11% 82.69%
CHEMBL1914 P06276 Butyrylcholinesterase 94.50% 95.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.08% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.53% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.21% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.68% 92.94%
CHEMBL2996 Q05655 Protein kinase C delta 88.99% 97.79%
CHEMBL3524 P56524 Histone deacetylase 4 87.12% 92.97%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 86.91% 94.97%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.86% 96.61%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 85.81% 89.05%
CHEMBL1937 Q92769 Histone deacetylase 2 85.19% 94.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.27% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.69% 100.00%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 83.63% 92.50%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.61% 91.03%
CHEMBL1951 P21397 Monoamine oxidase A 83.46% 91.49%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.55% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.65% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.14% 92.62%

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 101514228
LOTUS LTS0146315
wikiData Q104977208