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3-[(3S,3aS,5R,5aR,6R,7R,9R,9aR)-5,9-bis[[(E,2R)-2-hydroxy-3-methylpent-3-enoyl]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 02b956ca-0af8-4c06-911e-4845f6f6c31f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name 3-[(3S,3aS,5R,5aR,6R,7R,9R,9aR)-5,9-bis[[(E,2R)-2-hydroxy-3-methylpent-3-enoyl]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/C42H64O10/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/h12-13,15,18,26-29,31-32,34-36,45-46,49H,14,16-17,19-22H2,1-11H3,(H,43,44)/b24-12+,25-13+/t26-,27-,28+,29-,31+,32-,34-,35-,36-,40+,41+,42-/m1/s1
InChI Key AVHUXUDRBHEGJX-RKRBSEBLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H64O10
Molecular Weight 728.90 g/mol
Exact Mass 728.44994823 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 7.10
Atomic LogP (AlogP) 6.48
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 12

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[[(E,2R)-2-hydroxy-3-methylpent-3-enoyl]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 + 0.9920 99.20%
Caco-2 - 0.8402 84.02%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.9054 90.54%
OATP2B1 inhibitior - 0.8591 85.91%
OATP1B1 inhibitior + 0.8534 85.34%
OATP1B3 inhibitior + 0.9261 92.61%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7157 71.57%
BSEP inhibitior + 0.9732 97.32%
P-glycoprotein inhibitior + 0.7901 79.01%
P-glycoprotein substrate + 0.6671 66.71%
CYP3A4 substrate + 0.7311 73.11%
CYP2C9 substrate - 0.8125 81.25%
CYP2D6 substrate - 0.8700 87.00%
CYP3A4 inhibition + 0.5093 50.93%
CYP2C9 inhibition - 0.6697 66.97%
CYP2C19 inhibition - 0.8793 87.93%
CYP2D6 inhibition - 0.9203 92.03%
CYP1A2 inhibition - 0.8676 86.76%
CYP2C8 inhibition + 0.7191 71.91%
CYP inhibitory promiscuity - 0.7509 75.09%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5355 53.55%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9132 91.32%
Skin irritation + 0.5483 54.83%
Skin corrosion - 0.9437 94.37%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4308 43.08%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.9021 90.21%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7770 77.70%
Acute Oral Toxicity (c) III 0.5101 51.01%
Estrogen receptor binding + 0.7661 76.61%
Androgen receptor binding + 0.7308 73.08%
Thyroid receptor binding + 0.5717 57.17%
Glucocorticoid receptor binding + 0.7768 77.68%
Aromatase binding + 0.6658 66.58%
PPAR gamma + 0.7756 77.56%
Honey bee toxicity - 0.5788 57.88%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9958 99.58%

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 99.99% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.99% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.97% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.74% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.73% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.47% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.45% 85.14%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 92.18% 97.21%
CHEMBL221 P23219 Cyclooxygenase-1 91.60% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.16% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 89.05% 91.19%
CHEMBL5028 O14672 ADAM10 87.20% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.89% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.41% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.35% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.93% 99.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.88% 97.14%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 84.84% 94.23%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.17% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.82% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.48% 93.56%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 83.46% 94.97%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.35% 94.08%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.81% 95.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.79% 96.77%
CHEMBL3401 O75469 Pregnane X receptor 81.32% 94.73%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.37% 96.95%

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 20055762
LOTUS LTS0132957
wikiData Q104919515