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(3S,5R,10S,13S,14S,17S)-17-[(2S,5R)-5-hydroperoxy-6-methylhept-6-en-2-yl]-3-hydroxy-4,4,10,13,14-pentamethyl-1,2,3,5,6,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-7-one

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 9ce5b16e-8fb2-411c-97e7-5f1b0c2b8a1f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,5R,10S,13S,14S,17S)-17-[(2S,5R)-5-hydroperoxy-6-methylhept-6-en-2-yl]-3-hydroxy-4,4,10,13,14-pentamethyl-1,2,3,5,6,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-7-one
SMILES (Canonical) CC(CCC(C(=C)C)OO)C1CCC2(C1(CCC3=C2C(=O)CC4C3(CCC(C4(C)C)O)C)C)C
SMILES (Isomeric) C[C@@H](CC[C@H](C(=C)C)OO)[C@@H]1CC[C@]2([C@]1(CCC3=C2C(=O)C[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C)C
InChI InChI=1S/C30H48O4/c1-18(2)23(34-33)10-9-19(3)20-11-16-30(8)26-21(12-15-29(20,30)7)28(6)14-13-25(32)27(4,5)24(28)17-22(26)31/h19-20,23-25,32-33H,1,9-17H2,2-8H3/t19-,20-,23+,24-,25-,28+,29-,30+/m0/s1
InChI Key DYSGKRAFNMJFSM-NWUMKFSHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H48O4
Molecular Weight 472.70 g/mol
Exact Mass 472.35526001 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 6.90
Atomic LogP (AlogP) 7.13
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5R,10S,13S,14S,17S)-17-[(2S,5R)-5-hydroperoxy-6-methylhept-6-en-2-yl]-3-hydroxy-4,4,10,13,14-pentamethyl-1,2,3,5,6,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-7-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9929 99.29%
Caco-2 - 0.5506 55.06%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7463 74.63%
OATP2B1 inhibitior - 0.7153 71.53%
OATP1B1 inhibitior + 0.8518 85.18%
OATP1B3 inhibitior + 0.8249 82.49%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.5672 56.72%
P-glycoprotein inhibitior - 0.4849 48.49%
P-glycoprotein substrate - 0.6040 60.40%
CYP3A4 substrate + 0.6834 68.34%
CYP2C9 substrate - 0.7636 76.36%
CYP2D6 substrate - 0.8652 86.52%
CYP3A4 inhibition - 0.6587 65.87%
CYP2C9 inhibition - 0.8093 80.93%
CYP2C19 inhibition - 0.8201 82.01%
CYP2D6 inhibition - 0.9351 93.51%
CYP1A2 inhibition - 0.8725 87.25%
CYP2C8 inhibition - 0.6007 60.07%
CYP inhibitory promiscuity - 0.6658 66.58%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6584 65.84%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9194 91.94%
Skin irritation + 0.5247 52.47%
Skin corrosion - 0.9246 92.46%
Ames mutagenesis - 0.6991 69.91%
Human Ether-a-go-go-Related Gene inhibition - 0.4673 46.73%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.7184 71.84%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.6816 68.16%
Acute Oral Toxicity (c) III 0.6086 60.86%
Estrogen receptor binding + 0.6551 65.51%
Androgen receptor binding + 0.7513 75.13%
Thyroid receptor binding + 0.6294 62.94%
Glucocorticoid receptor binding + 0.7636 76.36%
Aromatase binding + 0.7639 76.39%
PPAR gamma + 0.5437 54.37%
Honey bee toxicity - 0.5945 59.45%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL2581 P07339 Cathepsin D 98.06% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.03% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.78% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.71% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.26% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.14% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.92% 82.69%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.69% 93.03%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.33% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 84.67% 95.93%
CHEMBL221 P23219 Cyclooxygenase-1 84.14% 90.17%
CHEMBL1937 Q92769 Histone deacetylase 2 83.84% 94.75%
CHEMBL2996 Q05655 Protein kinase C delta 83.48% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.90% 95.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.50% 90.08%
CHEMBL1907 P15144 Aminopeptidase N 82.30% 93.31%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.23% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.97% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.55% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 81.22% 91.49%
CHEMBL3038469 P24941 CDK2/Cyclin A 80.95% 91.38%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.75% 92.78%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.63% 100.00%

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.
Euphorbia micractina

Cross-Links

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PubChem 44482326
NPASS NPC142149
LOTUS LTS0136346
wikiData Q104991547