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3-[(3S,3aS,5R,5aR,6R,7R,9R,9aR)-5,9-bis[[(2R,3R)-2-hydroxy-3-methylpentanoyl]oxy]-7-(2-hydroxypropan-2-yl)-3a,6,9a-trimethyl-3-[(3S,5S)-5-(2-methylprop-1-enyl)oxolan-3-yl]-2,3,4,5,5a,7,8,9-octahydrocyclopenta[a]naphthalen-6-yl]propanoic acid

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 9f1f73b4-68b4-4ae4-b457-8f03d17781ac
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name 3-[(3S,3aS,5R,5aR,6R,7R,9R,9aR)-5,9-bis[[(2R,3R)-2-hydroxy-3-methylpentanoyl]oxy]-7-(2-hydroxypropan-2-yl)-3a,6,9a-trimethyl-3-[(3S,5S)-5-(2-methylprop-1-enyl)oxolan-3-yl]-2,3,4,5,5a,7,8,9-octahydrocyclopenta[a]naphthalen-6-yl]propanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H68O10/c1-12-24(5)34(45)37(47)51-29-21-41(10)28(26-19-27(50-22-26)18-23(3)4)14-15-30(41)42(11)32(52-38(48)35(46)25(6)13-2)20-31(39(7,8)49)40(9,36(29)42)17-16-33(43)44/h15,18,24-29,31-32,34-36,45-46,49H,12-14,16-17,19-22H2,1-11H3,(H,43,44)/t24-,25-,26-,27-,28+,29-,31+,32-,34-,35-,36-,40+,41+,42-/m1/s1
InChI Key DZIIWESHRLPEFL-ZBYYXMPWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H68O10
Molecular Weight 733.00 g/mol
Exact Mass 732.48124836 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 7.20
Atomic LogP (AlogP) 6.64
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(3S,3aS,5R,5aR,6R,7R,9R,9aR)-5,9-bis[[(2R,3R)-2-hydroxy-3-methylpentanoyl]oxy]-7-(2-hydroxypropan-2-yl)-3a,6,9a-trimethyl-3-[(3S,5S)-5-(2-methylprop-1-enyl)oxolan-3-yl]-2,3,4,5,5a,7,8,9-octahydrocyclopenta[a]naphthalen-6-yl]propanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9956 99.56%
Caco-2 - 0.8425 84.25%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8909 89.09%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8388 83.88%
OATP1B3 inhibitior + 0.9476 94.76%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7157 71.57%
BSEP inhibitior + 0.9551 95.51%
P-glycoprotein inhibitior + 0.7876 78.76%
P-glycoprotein substrate + 0.7187 71.87%
CYP3A4 substrate + 0.7201 72.01%
CYP2C9 substrate - 0.8125 81.25%
CYP2D6 substrate - 0.8700 87.00%
CYP3A4 inhibition + 0.7260 72.60%
CYP2C9 inhibition - 0.6324 63.24%
CYP2C19 inhibition - 0.8416 84.16%
CYP2D6 inhibition - 0.9014 90.14%
CYP1A2 inhibition - 0.8747 87.47%
CYP2C8 inhibition + 0.7246 72.46%
CYP inhibitory promiscuity - 0.6348 63.48%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5205 52.05%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9124 91.24%
Skin irritation + 0.5884 58.84%
Skin corrosion - 0.9430 94.30%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5246 52.46%
Micronuclear - 0.7400 74.00%
Hepatotoxicity + 0.5550 55.50%
skin sensitisation - 0.9022 90.22%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.9070 90.70%
Acute Oral Toxicity (c) III 0.5184 51.84%
Estrogen receptor binding + 0.7557 75.57%
Androgen receptor binding + 0.7311 73.11%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7971 79.71%
Aromatase binding + 0.6997 69.97%
PPAR gamma + 0.7471 74.71%
Honey bee toxicity - 0.6270 62.70%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5900 59.00%
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
CHEMBL4040 P28482 MAP kinase ERK2 99.98% 83.82%
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.18% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.22% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.68% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.35% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.32% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.58% 85.14%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 92.04% 97.21%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.87% 93.56%
CHEMBL221 P23219 Cyclooxygenase-1 88.09% 90.17%
CHEMBL5028 O14672 ADAM10 87.96% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.21% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.52% 91.07%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.51% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.44% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.31% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.31% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.75% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.09% 96.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.84% 94.08%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 83.45% 94.97%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.80% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.68% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.97% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.28% 99.17%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.09% 82.50%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.02% 94.62%
CHEMBL3401 O75469 Pregnane X receptor 80.90% 94.73%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.87% 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.
Aglaia argentea

Cross-Links

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PubChem 20055761
LOTUS LTS0008039
wikiData Q104991816