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3-[(E)-2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]-4-[3-[(E)-2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]-5-oxo-2H-furan-4-yl]-2H-furan-5-one

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 753973dc-d3e9-4668-a048-4a5d49598187
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name 3-[(E)-2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]-4-[3-[(E)-2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]-5-oxo-2H-furan-4-yl]-2H-furan-5-one
SMILES (Canonical) CC1(CCCC2(C1CCC(=C)C2C=CC3=C(C(=O)OC3)C4=C(COC4=O)C=CC5C(=C)CCC6C5(CCCC6(C)C)C)C)C
SMILES (Isomeric) C[C@@]12[C@H](C(=C)CC[C@H]1C(CCC2)(C)C)/C=C/C3=C(C(=O)OC3)C4=C(COC4=O)/C=C/[C@@H]5[C@@]6([C@H](C(CCC6)(C)C)CCC5=C)C
InChI InChI=1S/C40H54O4/c1-25-11-17-31-37(3,4)19-9-21-39(31,7)29(25)15-13-27-23-43-35(41)33(27)34-28(24-44-36(34)42)14-16-30-26(2)12-18-32-38(5,6)20-10-22-40(30,32)8/h13-16,29-32H,1-2,9-12,17-24H2,3-8H3/b15-13+,16-14+/t29-,30-,31-,32-,39+,40+/m0/s1
InChI Key FZNYZIIFIIKWRM-OLYZYIJMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C40H54O4
Molecular Weight 598.90 g/mol
Exact Mass 598.40221020 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 9.70
Atomic LogP (AlogP) 9.40
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(E)-2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]-4-[3-[(E)-2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]-5-oxo-2H-furan-4-yl]-2H-furan-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9894 98.94%
Caco-2 - 0.8157 81.57%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.7583 75.83%
OATP2B1 inhibitior - 0.8559 85.59%
OATP1B1 inhibitior + 0.8796 87.96%
OATP1B3 inhibitior + 0.8323 83.23%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9943 99.43%
P-glycoprotein inhibitior + 0.8409 84.09%
P-glycoprotein substrate - 0.8707 87.07%
CYP3A4 substrate + 0.6294 62.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8851 88.51%
CYP3A4 inhibition - 0.7615 76.15%
CYP2C9 inhibition - 0.7721 77.21%
CYP2C19 inhibition - 0.6765 67.65%
CYP2D6 inhibition - 0.9001 90.01%
CYP1A2 inhibition - 0.7251 72.51%
CYP2C8 inhibition - 0.6076 60.76%
CYP inhibitory promiscuity - 0.8499 84.99%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5431 54.31%
Eye corrosion - 0.9795 97.95%
Eye irritation - 0.8973 89.73%
Skin irritation - 0.6618 66.18%
Skin corrosion - 0.9239 92.39%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3891 38.91%
Micronuclear - 0.8200 82.00%
Hepatotoxicity + 0.5303 53.03%
skin sensitisation - 0.7483 74.83%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity - 0.5000 50.00%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.5106 51.06%
Acute Oral Toxicity (c) III 0.6582 65.82%
Estrogen receptor binding + 0.7696 76.96%
Androgen receptor binding + 0.7181 71.81%
Thyroid receptor binding + 0.5747 57.47%
Glucocorticoid receptor binding + 0.7611 76.11%
Aromatase binding + 0.6529 65.29%
PPAR gamma + 0.7194 71.94%
Honey bee toxicity - 0.8030 80.30%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5400 54.00%
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 96.61% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.72% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.80% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.40% 95.56%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 90.71% 93.40%
CHEMBL2581 P07339 Cathepsin D 86.22% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.54% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.68% 97.09%
CHEMBL1902 P62942 FK506-binding protein 1A 82.85% 97.05%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.57% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.77% 95.89%
CHEMBL2039 P27338 Monoamine oxidase B 81.65% 92.51%
CHEMBL1937 Q92769 Histone deacetylase 2 81.50% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.35% 89.00%
CHEMBL5203 P33316 dUTP pyrophosphatase 80.02% 99.18%

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.
Alpinia pahangensis

Cross-Links

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PubChem 72543920
LOTUS LTS0102835
wikiData Q105005065