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Methyl 3-[4-acetyloxy-3-(2,6-dihydroxy-6-methylhept-4-en-2-yl)-6,9a,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,3a,4,5,5a,7,8,9-decahydrocyclopenta[a]naphthalen-6-yl]propanoate

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 d8afd7bc-71b6-43bf-a43c-46e89c71e2f2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
IUPAC Name methyl 3-[4-acetyloxy-3-(2,6-dihydroxy-6-methylhept-4-en-2-yl)-6,9a,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,3a,4,5,5a,7,8,9-decahydrocyclopenta[a]naphthalen-6-yl]propanoate
SMILES (Canonical) CC(=C)C1CCC2(C(C1(C)CCC(=O)OC)CC(C3C2(CCC3C(C)(CC=CC(C)(C)O)O)C)OC(=O)C)C
SMILES (Isomeric) CC(=C)C1CCC2(C(C1(C)CCC(=O)OC)CC(C3C2(CCC3C(C)(CC=CC(C)(C)O)O)C)OC(=O)C)C
InChI InChI=1S/C33H54O6/c1-21(2)23-12-18-31(7)26(30(23,6)17-14-27(35)38-10)20-25(39-22(3)34)28-24(13-19-32(28,31)8)33(9,37)16-11-15-29(4,5)36/h11,15,23-26,28,36-37H,1,12-14,16-20H2,2-10H3
InChI Key QCYLSMCCPZUBCM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H54O6
Molecular Weight 546.80 g/mol
Exact Mass 546.39203944 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 6.50
Atomic LogP (AlogP) 6.39
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Methyl 3-[4-acetyloxy-3-(2,6-dihydroxy-6-methylhept-4-en-2-yl)-6,9a,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,3a,4,5,5a,7,8,9-decahydrocyclopenta[a]naphthalen-6-yl]propanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9896 98.96%
Caco-2 - 0.6937 69.37%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.8389 83.89%
OATP2B1 inhibitior - 0.8599 85.99%
OATP1B1 inhibitior + 0.8358 83.58%
OATP1B3 inhibitior - 0.6556 65.56%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7532 75.32%
BSEP inhibitior + 0.9751 97.51%
P-glycoprotein inhibitior + 0.7070 70.70%
P-glycoprotein substrate + 0.6281 62.81%
CYP3A4 substrate + 0.7137 71.37%
CYP2C9 substrate - 0.8156 81.56%
CYP2D6 substrate - 0.8808 88.08%
CYP3A4 inhibition - 0.6887 68.87%
CYP2C9 inhibition - 0.7904 79.04%
CYP2C19 inhibition - 0.8947 89.47%
CYP2D6 inhibition - 0.9512 95.12%
CYP1A2 inhibition - 0.8944 89.44%
CYP2C8 inhibition + 0.6636 66.36%
CYP inhibitory promiscuity - 0.8552 85.52%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7292 72.92%
Eye corrosion - 0.9942 99.42%
Eye irritation - 0.9149 91.49%
Skin irritation + 0.5550 55.50%
Skin corrosion - 0.9596 95.96%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8123 81.23%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.7231 72.31%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity + 0.6276 62.76%
Acute Oral Toxicity (c) I 0.4049 40.49%
Estrogen receptor binding + 0.7346 73.46%
Androgen receptor binding + 0.7119 71.19%
Thyroid receptor binding + 0.5580 55.80%
Glucocorticoid receptor binding + 0.7836 78.36%
Aromatase binding + 0.7279 72.79%
PPAR gamma + 0.6430 64.30%
Honey bee toxicity - 0.6272 62.72%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6100 61.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.53% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.86% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.27% 97.25%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 92.10% 95.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.68% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 91.02% 91.07%
CHEMBL2996 Q05655 Protein kinase C delta 90.14% 97.79%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.39% 82.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.52% 85.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.51% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 87.40% 91.19%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 86.83% 94.97%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.31% 96.95%
CHEMBL5028 O14672 ADAM10 85.78% 97.50%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 85.64% 95.52%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.66% 94.33%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.23% 94.08%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.22% 97.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.11% 86.33%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.83% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.11% 92.62%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.83% 93.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.03% 89.34%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.80% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.79% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.69% 95.50%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.66% 94.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.54% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.19% 97.28%

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.
Alnus japonica

Cross-Links

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PubChem 162886909
LOTUS LTS0023558
wikiData Q105218661