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(4S)-2-[[(1S,5S)-2-[(2R,5S)-5,6-dihydroxy-6-methylheptan-2-yl]-5-hydroxy-5-methylcyclopent-2-en-1-yl]methyl]-3-hydroxy-4-methoxycyclohex-2-en-1-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 fe43c536-a966-4840-89bf-3573bf69397a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (4S)-2-[[(1S,5S)-2-[(2R,5S)-5,6-dihydroxy-6-methylheptan-2-yl]-5-hydroxy-5-methylcyclopent-2-en-1-yl]methyl]-3-hydroxy-4-methoxycyclohex-2-en-1-one
SMILES (Canonical) CC(CCC(C(C)(C)O)O)C1=CCC(C1CC2=C(C(CCC2=O)OC)O)(C)O
SMILES (Isomeric) C[C@H](CC[C@@H](C(C)(C)O)O)C1=CC[C@]([C@H]1CC2=C([C@H](CCC2=O)OC)O)(C)O
InChI InChI=1S/C22H36O6/c1-13(6-9-19(24)21(2,3)26)14-10-11-22(4,27)16(14)12-15-17(23)7-8-18(28-5)20(15)25/h10,13,16,18-19,24-27H,6-9,11-12H2,1-5H3/t13-,16+,18+,19+,22+/m1/s1
InChI Key CKCJMUOWEZXQTL-ZAOPDICFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C22H36O6
Molecular Weight 396.50 g/mol
Exact Mass 396.25118886 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 2.81
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4S)-2-[[(1S,5S)-2-[(2R,5S)-5,6-dihydroxy-6-methylheptan-2-yl]-5-hydroxy-5-methylcyclopent-2-en-1-yl]methyl]-3-hydroxy-4-methoxycyclohex-2-en-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9779 97.79%
Caco-2 + 0.6351 63.51%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8454 84.54%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9090 90.90%
OATP1B3 inhibitior + 0.8992 89.92%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.5818 58.18%
P-glycoprotein inhibitior - 0.7928 79.28%
P-glycoprotein substrate - 0.5591 55.91%
CYP3A4 substrate + 0.6678 66.78%
CYP2C9 substrate - 0.8024 80.24%
CYP2D6 substrate - 0.8715 87.15%
CYP3A4 inhibition - 0.8913 89.13%
CYP2C9 inhibition - 0.6305 63.05%
CYP2C19 inhibition - 0.6132 61.32%
CYP2D6 inhibition - 0.9285 92.85%
CYP1A2 inhibition - 0.8026 80.26%
CYP2C8 inhibition - 0.6376 63.76%
CYP inhibitory promiscuity - 0.9333 93.33%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6587 65.87%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9442 94.42%
Skin irritation - 0.5174 51.74%
Skin corrosion - 0.9625 96.25%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5141 51.41%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.5379 53.79%
skin sensitisation - 0.6878 68.78%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.4917 49.17%
Acute Oral Toxicity (c) II 0.2858 28.58%
Estrogen receptor binding + 0.6812 68.12%
Androgen receptor binding - 0.5848 58.48%
Thyroid receptor binding + 0.6761 67.61%
Glucocorticoid receptor binding + 0.8610 86.10%
Aromatase binding + 0.5928 59.28%
PPAR gamma - 0.5265 52.65%
Honey bee toxicity - 0.7546 75.46%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5038 50.38%
Fish aquatic toxicity + 0.9674 96.74%

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
CHEMBL2581 P07339 Cathepsin D 98.82% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.79% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 98.76% 83.82%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.76% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.34% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.48% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.48% 85.14%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 90.07% 92.68%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.05% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.91% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.26% 97.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.77% 94.45%
CHEMBL3820 P35557 Hexokinase type IV 88.45% 91.96%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.38% 95.71%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.27% 92.88%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.27% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 87.11% 97.79%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.86% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.52% 92.94%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.89% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 84.16% 94.75%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.59% 97.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.80% 92.62%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.22% 94.23%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.13% 96.47%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.04% 99.23%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.80% 93.99%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 80.80% 94.97%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.69% 94.08%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.05% 90.08%

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 162889812
LOTUS LTS0016858
wikiData Q104962120