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methyl (1R,4aS,5R,6R,8S,8aR)-5-[3-[(3R,4aS,7aR)-7a-methyl-6-oxo-3,4,4a,7-tetrahydrofuro[3,2-c][1,2]dioxin-3-yl]but-3-enyl]-6,8-dihydroxy-1,4a,6-trimethyl-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylate

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 abdc385b-dc58-4c04-acb8-79661c408558
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name methyl (1R,4aS,5R,6R,8S,8aR)-5-[3-[(3R,4aS,7aR)-7a-methyl-6-oxo-3,4,4a,7-tetrahydrofuro[3,2-c][1,2]dioxin-3-yl]but-3-enyl]-6,8-dihydroxy-1,4a,6-trimethyl-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylate
SMILES (Canonical) CC12CCCC(C1C(CC(C2CCC(=C)C3CC4C(CC(=O)O4)(OO3)C)(C)O)O)(C)C(=O)OC
SMILES (Isomeric) C[C@]12CCC[C@@]([C@@H]1[C@H](C[C@@]([C@@H]2CCC(=C)[C@H]3C[C@H]4[C@@](CC(=O)O4)(OO3)C)(C)O)O)(C)C(=O)OC
InChI InChI=1S/C26H40O8/c1-15(17-12-19-26(5,34-33-17)14-20(28)32-19)8-9-18-23(2)10-7-11-24(3,22(29)31-6)21(23)16(27)13-25(18,4)30/h16-19,21,27,30H,1,7-14H2,2-6H3/t16-,17+,18+,19-,21+,23+,24+,25+,26+/m0/s1
InChI Key XYPFJFQPCOGHLG-NZZLEQILSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H40O8
Molecular Weight 480.60 g/mol
Exact Mass 480.27231823 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.24
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,4aS,5R,6R,8S,8aR)-5-[3-[(3R,4aS,7aR)-7a-methyl-6-oxo-3,4,4a,7-tetrahydrofuro[3,2-c][1,2]dioxin-3-yl]but-3-enyl]-6,8-dihydroxy-1,4a,6-trimethyl-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9185 91.85%
Caco-2 - 0.6807 68.07%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6425 64.25%
OATP2B1 inhibitior - 0.7137 71.37%
OATP1B1 inhibitior + 0.7987 79.87%
OATP1B3 inhibitior + 0.8692 86.92%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6803 68.03%
BSEP inhibitior + 0.7371 73.71%
P-glycoprotein inhibitior + 0.6471 64.71%
P-glycoprotein substrate + 0.5783 57.83%
CYP3A4 substrate + 0.7179 71.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8692 86.92%
CYP3A4 inhibition - 0.5870 58.70%
CYP2C9 inhibition - 0.8432 84.32%
CYP2C19 inhibition - 0.8422 84.22%
CYP2D6 inhibition - 0.9317 93.17%
CYP1A2 inhibition - 0.8423 84.23%
CYP2C8 inhibition + 0.5717 57.17%
CYP inhibitory promiscuity - 0.8996 89.96%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5413 54.13%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9137 91.37%
Skin irritation + 0.4923 49.23%
Skin corrosion - 0.9144 91.44%
Ames mutagenesis - 0.5354 53.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5636 56.36%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6326 63.26%
skin sensitisation - 0.8643 86.43%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.7637 76.37%
Acute Oral Toxicity (c) I 0.5503 55.03%
Estrogen receptor binding + 0.7700 77.00%
Androgen receptor binding + 0.6723 67.23%
Thyroid receptor binding + 0.5758 57.58%
Glucocorticoid receptor binding + 0.7606 76.06%
Aromatase binding + 0.6655 66.55%
PPAR gamma + 0.6735 67.35%
Honey bee toxicity - 0.7399 73.99%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9840 98.40%

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 97.34% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.68% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.11% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.04% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.49% 97.25%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 92.87% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.36% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 86.25% 97.79%
CHEMBL2581 P07339 Cathepsin D 85.47% 98.95%
CHEMBL332 P03956 Matrix metalloproteinase-1 85.37% 94.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.67% 97.09%
CHEMBL4208 P20618 Proteasome component C5 83.95% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.46% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.08% 86.33%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.00% 96.38%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.86% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 82.01% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 81.98% 92.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.18% 95.50%

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.
Salvia hypoleuca

Cross-Links

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PubChem 162895153
LOTUS LTS0262004
wikiData Q105344599