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(S)-5-Hydroxy-4-{(S)-1-hydroxy-2-[(1S,2S,5R,8aR)-1,2,5-trimethyl-5-(4-methyl-pent-4-enyl)-1,2,3,5,6,7,8,8a-octahydro-naphthalen-1-yl]-ethyl}-5H-furan-2-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 ff269dcd-80b6-4ba4-a62e-413b466875d8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name (2S)-3-[(1S)-2-[(1S,2S,5R,8aR)-1,2,5-trimethyl-5-(4-methylpent-4-enyl)-2,3,6,7,8,8a-hexahydronaphthalen-1-yl]-1-hydroxyethyl]-2-hydroxy-2H-furan-5-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H38O4/c1-16(2)8-6-12-24(4)13-7-9-20-19(24)11-10-17(3)25(20,5)15-21(26)18-14-22(27)29-23(18)28/h11,14,17,20-21,23,26,28H,1,6-10,12-13,15H2,2-5H3/t17-,20-,21-,23-,24-,25-/m0/s1
InChI Key JOYRNJIWPUZFBJ-LAXAASGQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H38O4
Molecular Weight 402.60 g/mol
Exact Mass 402.27700969 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 6.00
Atomic LogP (AlogP) 5.06
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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SCHEMBL4221941
BDBM50068035
(S)-5-Hydroxy-4-{(S)-1-hydroxy-2-[(1S,2S,5R,8aR)-1,2,5-trimethyl-5-(4-methyl-pent-4-enyl)-1,2,3,5,6,7,8,8a-octahydro-naphthalen-1-yl]-ethyl}-5H-furan-2-one
5-Hydroxy-4-{1-hydroxy-2-[1,2,5-trimethyl-5-(4-methyl-pent-4-enyl)-1,2,3,5,6,7,8,8a-octahydro-naphthalen-1-yl]-ethyl}-5H-furan-2-one(dysidiolide)

2D Structure

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2D Structure of (S)-5-Hydroxy-4-{(S)-1-hydroxy-2-[(1S,2S,5R,8aR)-1,2,5-trimethyl-5-(4-methyl-pent-4-enyl)-1,2,3,5,6,7,8,8a-octahydro-naphthalen-1-yl]-ethyl}-5H-furan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9775 97.75%
Caco-2 - 0.5432 54.32%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5415 54.15%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8487 84.87%
OATP1B3 inhibitior + 0.9082 90.82%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.8874 88.74%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.5291 52.91%
CYP3A4 substrate + 0.6793 67.93%
CYP2C9 substrate - 0.7981 79.81%
CYP2D6 substrate - 0.8875 88.75%
CYP3A4 inhibition + 0.5562 55.62%
CYP2C9 inhibition - 0.9002 90.02%
CYP2C19 inhibition - 0.8859 88.59%
CYP2D6 inhibition - 0.9466 94.66%
CYP1A2 inhibition - 0.7081 70.81%
CYP2C8 inhibition - 0.5630 56.30%
CYP inhibitory promiscuity - 0.8121 81.21%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4998 49.98%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9449 94.49%
Skin irritation + 0.7014 70.14%
Skin corrosion - 0.9139 91.39%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7151 71.51%
Micronuclear - 0.8400 84.00%
Hepatotoxicity + 0.5307 53.07%
skin sensitisation - 0.8170 81.70%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.6707 67.07%
Acute Oral Toxicity (c) I 0.5273 52.73%
Estrogen receptor binding + 0.8836 88.36%
Androgen receptor binding + 0.6008 60.08%
Thyroid receptor binding + 0.6727 67.27%
Glucocorticoid receptor binding + 0.7873 78.73%
Aromatase binding + 0.7679 76.79%
PPAR gamma + 0.5501 55.01%
Honey bee toxicity - 0.7415 74.15%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5400 54.00%
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 99.00% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.87% 97.25%
CHEMBL2581 P07339 Cathepsin D 97.55% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.31% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.16% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.56% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.95% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.57% 100.00%
CHEMBL1951 P21397 Monoamine oxidase A 87.10% 91.49%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.98% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.98% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.35% 94.45%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.30% 100.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.60% 96.21%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.47% 93.56%
CHEMBL1902 P62942 FK506-binding protein 1A 83.01% 97.05%
CHEMBL226 P30542 Adenosine A1 receptor 82.58% 95.93%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.33% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.71% 89.00%

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.
There are no matching plants.

Cross-Links

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PubChem 9865848
LOTUS LTS0053503
wikiData Q105132595