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methyl (1R,4aS,5R,6R,8S,8aR)-5-[(4S)-4-hydroperoxy-3-methylidene-5-[(2S)-3-methyl-5-oxo-2H-furan-2-yl]pentyl]-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 3777ffe6-353e-43f5-b568-4e4c5ecd11f8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name methyl (1R,4aS,5R,6R,8S,8aR)-5-[(4S)-4-hydroperoxy-3-methylidene-5-[(2S)-3-methyl-5-oxo-2H-furan-2-yl]pentyl]-6,8-dihydroxy-1,4a,6-trimethyl-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H40O8/c1-15(19(34-31)13-18-16(2)12-21(28)33-18)8-9-20-24(3)10-7-11-25(4,23(29)32-6)22(24)17(27)14-26(20,5)30/h12,17-20,22,27,30-31H,1,7-11,13-14H2,2-6H3/t17-,18-,19-,20+,22+,24+,25+,26+/m0/s1
InChI Key RBGBBJUJCUEWTJ-FCDWHTQGSA-N
Popularity 2 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) 123.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.56
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 8

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-[(4S)-4-hydroperoxy-3-methylidene-5-[(2S)-3-methyl-5-oxo-2H-furan-2-yl]pentyl]-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 + 0.9541 95.41%
Caco-2 - 0.7074 70.74%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.6117 61.17%
OATP2B1 inhibitior - 0.7140 71.40%
OATP1B1 inhibitior + 0.8039 80.39%
OATP1B3 inhibitior + 0.8709 87.09%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7053 70.53%
BSEP inhibitior + 0.7447 74.47%
P-glycoprotein inhibitior - 0.4314 43.14%
P-glycoprotein substrate + 0.6067 60.67%
CYP3A4 substrate + 0.7082 70.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9037 90.37%
CYP3A4 inhibition + 0.5503 55.03%
CYP2C9 inhibition - 0.7688 76.88%
CYP2C19 inhibition - 0.8052 80.52%
CYP2D6 inhibition - 0.9333 93.33%
CYP1A2 inhibition - 0.7413 74.13%
CYP2C8 inhibition + 0.4808 48.08%
CYP inhibitory promiscuity - 0.7977 79.77%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6066 60.66%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.9147 91.47%
Skin irritation - 0.5596 55.96%
Skin corrosion - 0.9076 90.76%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4841 48.41%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.5667 56.67%
skin sensitisation - 0.8411 84.11%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.9025 90.25%
Acute Oral Toxicity (c) I 0.3896 38.96%
Estrogen receptor binding + 0.7899 78.99%
Androgen receptor binding + 0.6796 67.96%
Thyroid receptor binding + 0.5900 59.00%
Glucocorticoid receptor binding + 0.7700 77.00%
Aromatase binding + 0.7324 73.24%
PPAR gamma + 0.6730 67.30%
Honey bee toxicity - 0.7532 75.32%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9940 99.40%

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 98.20% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 98.13% 83.82%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.17% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.43% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.31% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.92% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.76% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.05% 91.07%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.15% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 86.49% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.61% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.34% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 83.16% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.15% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.52% 86.33%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.85% 93.03%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.64% 94.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.13% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.76% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 80.35% 92.50%
CHEMBL4208 P20618 Proteasome component C5 80.33% 90.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.29% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 80.14% 91.19%

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 163043078
LOTUS LTS0137090
wikiData Q105233098