PlantaeDB Logo
Login Sign-up

(4S)-3-hydroxy-2-[[(1S,5R)-5-hydroxy-2-[(E,2R)-7-hydroxy-6-methylhept-5-en-2-yl]-5-methylcyclopent-2-en-1-yl]methyl]-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

Top
Internal ID 7c098ccb-b394-4a22-86d4-8de5e2c3b311
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (4S)-3-hydroxy-2-[[(1S,5R)-5-hydroxy-2-[(E,2R)-7-hydroxy-6-methylhept-5-en-2-yl]-5-methylcyclopent-2-en-1-yl]methyl]-4-methoxycyclohex-2-en-1-one
SMILES (Canonical) CC(CCC=C(C)CO)C1=CCC(C1CC2=C(C(CCC2=O)OC)O)(C)O
SMILES (Isomeric) C[C@H](CC/C=C(\C)/CO)C1=CC[C@@]([C@H]1CC2=C([C@H](CCC2=O)OC)O)(C)O
InChI InChI=1S/C22H34O5/c1-14(13-23)6-5-7-15(2)16-10-11-22(3,26)18(16)12-17-19(24)8-9-20(27-4)21(17)25/h6,10,15,18,20,23,25-26H,5,7-9,11-13H2,1-4H3/b14-6+/t15-,18+,20+,22-/m1/s1
InChI Key LXUOZANJRFPUKV-YUUADUOJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C22H34O5
Molecular Weight 378.50 g/mol
Exact Mass 378.24062418 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 3.62
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (4S)-3-hydroxy-2-[[(1S,5R)-5-hydroxy-2-[(E,2R)-7-hydroxy-6-methylhept-5-en-2-yl]-5-methylcyclopent-2-en-1-yl]methyl]-4-methoxycyclohex-2-en-1-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9797 97.97%
Caco-2 + 0.7027 70.27%
Blood Brain Barrier + 0.7635 76.35%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8364 83.64%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8935 89.35%
OATP1B3 inhibitior + 0.9352 93.52%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior + 0.5232 52.32%
BSEP inhibitior + 0.7272 72.72%
P-glycoprotein inhibitior - 0.5521 55.21%
P-glycoprotein substrate - 0.5802 58.02%
CYP3A4 substrate + 0.6761 67.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8820 88.20%
CYP3A4 inhibition - 0.8755 87.55%
CYP2C9 inhibition - 0.7730 77.30%
CYP2C19 inhibition - 0.8376 83.76%
CYP2D6 inhibition - 0.9278 92.78%
CYP1A2 inhibition - 0.8364 83.64%
CYP2C8 inhibition - 0.6620 66.20%
CYP inhibitory promiscuity - 0.9361 93.61%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9128 91.28%
Carcinogenicity (trinary) Non-required 0.6811 68.11%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.9461 94.61%
Skin irritation - 0.5973 59.73%
Skin corrosion - 0.9762 97.62%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7647 76.47%
Micronuclear - 0.9500 95.00%
Hepatotoxicity + 0.5054 50.54%
skin sensitisation - 0.8570 85.70%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.5797 57.97%
Acute Oral Toxicity (c) III 0.4650 46.50%
Estrogen receptor binding + 0.7174 71.74%
Androgen receptor binding - 0.5524 55.24%
Thyroid receptor binding + 0.6881 68.81%
Glucocorticoid receptor binding + 0.8550 85.50%
Aromatase binding + 0.5696 56.96%
PPAR gamma + 0.6547 65.47%
Honey bee toxicity - 0.7817 78.17%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5112 51.12%
Fish aquatic toxicity + 0.8879 88.79%

Targets

Top

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 99.08% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.47% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.71% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.31% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.91% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 93.02% 94.75%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 88.98% 94.08%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.59% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.95% 97.09%
CHEMBL4040 P28482 MAP kinase ERK2 86.21% 83.82%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.17% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.78% 100.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.74% 93.99%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.66% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.28% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.64% 92.62%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.36% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.22% 91.19%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.74% 90.08%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.10% 92.94%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.87% 95.71%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.43% 96.47%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.42% 91.71%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.31% 92.88%

Plants that contains it

Top
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

Top
PubChem 163049778
LOTUS LTS0103029
wikiData Q105159090