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(1R,3S,5R,6R,7S)-3-[[(4aS,5R,8R,8aS)-5-hydroperoxy-5-methyl-8-propan-2-yl-4,4a,6,7,8,8a-hexahydro-3H-naphthalen-2-yl]methyl]-6-methyl-1,3,7-tris(3-methylbut-2-enyl)-6-(4-methylpent-3-enyl)-5-(2-methylpropanoyl)bicyclo[3.3.1]nonane-2,4,9-trione

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 d20fc3a1-d382-4099-bcf8-7fadb502c480
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,3S,5R,6R,7S)-3-[[(4aS,5R,8R,8aS)-5-hydroperoxy-5-methyl-8-propan-2-yl-4,4a,6,7,8,8a-hexahydro-3H-naphthalen-2-yl]methyl]-6-methyl-1,3,7-tris(3-methylbut-2-enyl)-6-(4-methylpent-3-enyl)-5-(2-methylpropanoyl)bicyclo[3.3.1]nonane-2,4,9-trione
SMILES (Canonical) CC(C)C1CCC(C2C1C=C(CC2)CC3(C(=O)C4(CC(C(C(C4=O)(C3=O)C(=O)C(C)C)(C)CCC=C(C)C)CC=C(C)C)CC=C(C)C)CC=C(C)C)(C)OO
SMILES (Isomeric) CC(C)[C@H]1CC[C@@]([C@@H]2[C@@H]1C=C(CC2)C[C@]3(C(=O)[C@]4(C[C@@H]([C@@]([C@@](C4=O)(C3=O)C(=O)C(C)C)(C)CCC=C(C)C)CC=C(C)C)CC=C(C)C)CC=C(C)C)(C)OO
InChI InChI=1S/C50H76O6/c1-31(2)16-15-24-46(13)38(19-17-32(3)4)30-49(27-22-34(7)8)43(52)48(26-21-33(5)6,44(53)50(46,45(49)54)42(51)36(11)12)29-37-18-20-41-40(28-37)39(35(9)10)23-25-47(41,14)56-55/h16-17,21-22,28,35-36,38-41,55H,15,18-20,23-27,29-30H2,1-14H3/t38-,39+,40+,41-,46+,47+,48-,49+,50+/m0/s1
InChI Key DXFWUAWSMRONLI-NRRDHOECSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C50H76O6
Molecular Weight 773.10 g/mol
Exact Mass 772.56419014 g/mol
Topological Polar Surface Area (TPSA) 97.70 Ų
XlogP 12.90
Atomic LogP (AlogP) 12.39
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3S,5R,6R,7S)-3-[[(4aS,5R,8R,8aS)-5-hydroperoxy-5-methyl-8-propan-2-yl-4,4a,6,7,8,8a-hexahydro-3H-naphthalen-2-yl]methyl]-6-methyl-1,3,7-tris(3-methylbut-2-enyl)-6-(4-methylpent-3-enyl)-5-(2-methylpropanoyl)bicyclo[3.3.1]nonane-2,4,9-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9903 99.03%
Caco-2 - 0.8109 81.09%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8198 81.98%
OATP2B1 inhibitior - 0.7172 71.72%
OATP1B1 inhibitior + 0.8216 82.16%
OATP1B3 inhibitior + 0.8275 82.75%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9948 99.48%
P-glycoprotein inhibitior + 0.8079 80.79%
P-glycoprotein substrate + 0.6308 63.08%
CYP3A4 substrate + 0.7206 72.06%
CYP2C9 substrate - 0.8017 80.17%
CYP2D6 substrate - 0.7911 79.11%
CYP3A4 inhibition - 0.6590 65.90%
CYP2C9 inhibition - 0.7752 77.52%
CYP2C19 inhibition - 0.7914 79.14%
CYP2D6 inhibition - 0.9479 94.79%
CYP1A2 inhibition - 0.8010 80.10%
CYP2C8 inhibition + 0.6568 65.68%
CYP inhibitory promiscuity - 0.8035 80.35%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.8443 84.43%
Carcinogenicity (trinary) Non-required 0.6173 61.73%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.9160 91.60%
Skin irritation - 0.5323 53.23%
Skin corrosion - 0.9293 92.93%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7236 72.36%
Micronuclear - 0.8600 86.00%
Hepatotoxicity + 0.6625 66.25%
skin sensitisation - 0.6779 67.79%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.7404 74.04%
Acute Oral Toxicity (c) III 0.5648 56.48%
Estrogen receptor binding + 0.7796 77.96%
Androgen receptor binding + 0.7310 73.10%
Thyroid receptor binding + 0.6027 60.27%
Glucocorticoid receptor binding + 0.7826 78.26%
Aromatase binding + 0.6496 64.96%
PPAR gamma + 0.7268 72.68%
Honey bee toxicity - 0.7088 70.88%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9972 99.72%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.96% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.40% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.06% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.06% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.53% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 92.15% 94.75%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.35% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.76% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.01% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.48% 92.62%
CHEMBL3437 Q16853 Amine oxidase, copper containing 86.48% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.36% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.89% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.68% 95.89%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.75% 90.08%
CHEMBL340 P08684 Cytochrome P450 3A4 82.42% 91.19%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.39% 95.71%
CHEMBL3401 O75469 Pregnane X receptor 81.97% 94.73%
CHEMBL4040 P28482 MAP kinase ERK2 80.88% 83.82%

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.
Hypericum perforatum

Cross-Links

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PubChem 162880808
LOTUS LTS0100772
wikiData Q104990988