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methyl 6-[6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-2-[2-[6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-4-oxo-5-(5-oxo-2H-furan-4-yl)hexanoate

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 e879459b-73f4-4bc0-8626-ff19df140230
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name methyl 6-[6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-2-[2-[6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-4-oxo-5-(5-oxo-2H-furan-4-yl)hexanoate
SMILES (Canonical) CC12CCC(C(C1CCC(=C)C2CC=C(CC(=O)C(CC3C(=C)CCC4C3(CCC(C4(C)CO)O)C)C5=CCOC5=O)C(=O)OC)(C)CO)O
SMILES (Isomeric) CC12CCC(C(C1CCC(=C)C2CC=C(CC(=O)C(CC3C(=C)CCC4C3(CCC(C4(C)CO)O)C)C5=CCOC5=O)C(=O)OC)(C)CO)O
InChI InChI=1S/C41H60O9/c1-24-8-12-32-38(3,17-14-34(45)40(32,5)22-42)29(24)11-10-26(36(47)49-7)20-31(44)28(27-16-19-50-37(27)48)21-30-25(2)9-13-33-39(30,4)18-15-35(46)41(33,6)23-43/h10,16,28-30,32-35,42-43,45-46H,1-2,8-9,11-15,17-23H2,3-7H3
InChI Key XROWRFVLPINXAN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H60O9
Molecular Weight 696.90 g/mol
Exact Mass 696.42373349 g/mol
Topological Polar Surface Area (TPSA) 151.00 Ų
XlogP 5.60
Atomic LogP (AlogP) 5.41
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 6-[6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-2-[2-[6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-4-oxo-5-(5-oxo-2H-furan-4-yl)hexanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9377 93.77%
Caco-2 - 0.8329 83.29%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7195 71.95%
OATP2B1 inhibitior - 0.5689 56.89%
OATP1B1 inhibitior + 0.8781 87.81%
OATP1B3 inhibitior + 0.9341 93.41%
MATE1 inhibitior - 0.8612 86.12%
OCT2 inhibitior - 0.5771 57.71%
BSEP inhibitior + 0.9608 96.08%
P-glycoprotein inhibitior + 0.7736 77.36%
P-glycoprotein substrate + 0.5307 53.07%
CYP3A4 substrate + 0.7265 72.65%
CYP2C9 substrate - 0.8086 80.86%
CYP2D6 substrate - 0.9063 90.63%
CYP3A4 inhibition - 0.6444 64.44%
CYP2C9 inhibition - 0.8479 84.79%
CYP2C19 inhibition - 0.8815 88.15%
CYP2D6 inhibition - 0.9461 94.61%
CYP1A2 inhibition - 0.8427 84.27%
CYP2C8 inhibition + 0.5380 53.80%
CYP inhibitory promiscuity - 0.8750 87.50%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6199 61.99%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9009 90.09%
Skin irritation - 0.5627 56.27%
Skin corrosion - 0.9408 94.08%
Ames mutagenesis - 0.6940 69.40%
Human Ether-a-go-go-Related Gene inhibition + 0.7335 73.35%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.6851 68.51%
skin sensitisation - 0.9059 90.59%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.8076 80.76%
Acute Oral Toxicity (c) I 0.3623 36.23%
Estrogen receptor binding + 0.7443 74.43%
Androgen receptor binding + 0.7717 77.17%
Thyroid receptor binding - 0.4876 48.76%
Glucocorticoid receptor binding + 0.7145 71.45%
Aromatase binding + 0.6718 67.18%
PPAR gamma + 0.6466 64.66%
Honey bee toxicity - 0.7539 75.39%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9816 98.16%

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 98.41% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 97.72% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.43% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.38% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.14% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.52% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.37% 97.09%
CHEMBL5028 O14672 ADAM10 87.02% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.59% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.10% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.66% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.95% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.91% 92.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.77% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 84.66% 91.19%
CHEMBL2581 P07339 Cathepsin D 84.34% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.15% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.74% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.29% 97.14%
CHEMBL221 P23219 Cyclooxygenase-1 80.55% 90.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.38% 94.33%
CHEMBL1871 P10275 Androgen Receptor 80.34% 96.43%

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.
Andrographis paniculata

Cross-Links

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PubChem 85143594
LOTUS LTS0263329
wikiData Q105340637