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[(1R,2S,3R,4R,4aS,8aR)-2-(2-acetyloxy-3-methylbutanoyl)oxy-3-hydroxy-3,4,8,8a-tetramethyl-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]-2,4a,5,6-tetrahydro-1H-naphthalen-1-yl] benzoate

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 04531a4f-7e4c-4324-932b-7cd2180f152f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1R,2S,3R,4R,4aS,8aR)-2-(2-acetyloxy-3-methylbutanoyl)oxy-3-hydroxy-3,4,8,8a-tetramethyl-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]-2,4a,5,6-tetrahydro-1H-naphthalen-1-yl] benzoate
SMILES (Canonical) CC1=CCCC2C1(C(C(C(C2(C)C=CC3=CC(=O)OC3)(C)O)OC(=O)C(C(C)C)OC(=O)C)OC(=O)C4=CC=CC=C4)C
SMILES (Isomeric) CC1=CCC[C@H]2[C@]1([C@H]([C@@H]([C@]([C@]2(C)/C=C/C3=CC(=O)OC3)(C)O)OC(=O)C(C(C)C)OC(=O)C)OC(=O)C4=CC=CC=C4)C
InChI InChI=1S/C34H42O9/c1-20(2)27(41-22(4)35)31(38)43-29-28(42-30(37)24-13-9-8-10-14-24)33(6)21(3)12-11-15-25(33)32(5,34(29,7)39)17-16-23-18-26(36)40-19-23/h8-10,12-14,16-18,20,25,27-29,39H,11,15,19H2,1-7H3/b17-16+/t25-,27?,28+,29+,32-,33+,34+/m1/s1
InChI Key ACMQMVLCJMBSBV-XYLZAYCASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H42O9
Molecular Weight 594.70 g/mol
Exact Mass 594.28288291 g/mol
Topological Polar Surface Area (TPSA) 125.00 Ų
XlogP 5.40
Atomic LogP (AlogP) 4.88
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3R,4R,4aS,8aR)-2-(2-acetyloxy-3-methylbutanoyl)oxy-3-hydroxy-3,4,8,8a-tetramethyl-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]-2,4a,5,6-tetrahydro-1H-naphthalen-1-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9828 98.28%
Caco-2 - 0.7619 76.19%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8142 81.42%
OATP2B1 inhibitior - 0.7174 71.74%
OATP1B1 inhibitior + 0.8726 87.26%
OATP1B3 inhibitior + 0.8732 87.32%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9666 96.66%
P-glycoprotein inhibitior + 0.9094 90.94%
P-glycoprotein substrate + 0.5656 56.56%
CYP3A4 substrate + 0.6977 69.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9095 90.95%
CYP3A4 inhibition - 0.7416 74.16%
CYP2C9 inhibition + 0.6056 60.56%
CYP2C19 inhibition - 0.5945 59.45%
CYP2D6 inhibition - 0.8374 83.74%
CYP1A2 inhibition + 0.6998 69.98%
CYP2C8 inhibition + 0.7473 74.73%
CYP inhibitory promiscuity - 0.5116 51.16%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4741 47.41%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9191 91.91%
Skin irritation - 0.6069 60.69%
Skin corrosion - 0.9163 91.63%
Ames mutagenesis - 0.5956 59.56%
Human Ether-a-go-go-Related Gene inhibition - 0.4570 45.70%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.6303 63.03%
skin sensitisation - 0.7509 75.09%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.5970 59.70%
Acute Oral Toxicity (c) III 0.6075 60.75%
Estrogen receptor binding + 0.7835 78.35%
Androgen receptor binding + 0.7442 74.42%
Thyroid receptor binding + 0.6417 64.17%
Glucocorticoid receptor binding + 0.8085 80.85%
Aromatase binding + 0.6464 64.64%
PPAR gamma + 0.6864 68.64%
Honey bee toxicity - 0.7814 78.14%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9910 99.10%

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 97.57% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.31% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.48% 99.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.87% 91.11%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 92.95% 83.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 90.30% 96.47%
CHEMBL5028 O14672 ADAM10 90.19% 97.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.09% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.91% 95.56%
CHEMBL240 Q12809 HERG 89.19% 89.76%
CHEMBL1951 P21397 Monoamine oxidase A 88.37% 91.49%
CHEMBL2535 P11166 Glucose transporter 88.04% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.67% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.44% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.96% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.74% 97.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.30% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.96% 97.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.83% 94.62%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.51% 93.03%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.39% 93.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.22% 82.69%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.15% 94.08%
CHEMBL340 P08684 Cytochrome P450 3A4 82.09% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.08% 91.07%
CHEMBL3524 P56524 Histone deacetylase 4 82.05% 92.97%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 81.00% 89.44%

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.
Scutellaria barbata

Cross-Links

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PubChem 122177450
LOTUS LTS0111535
wikiData Q104909188