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[(E)-6-[(3aS,7S,9aR)-7-hydroxy-3a-methyl-8-oxo-3,5,6,7,9,9a-hexahydrocyclopenta[b]chromen-1-yl]-2-methylhept-2-enyl] acetate

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 ccd88bc9-5dc3-4046-93e5-395e65616a6b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name [(E)-6-[(3aS,7S,9aR)-7-hydroxy-3a-methyl-8-oxo-3,5,6,7,9,9a-hexahydrocyclopenta[b]chromen-1-yl]-2-methylhept-2-enyl] acetate
SMILES (Canonical) CC(CCC=C(C)COC(=O)C)C1=CCC2(C1CC3=C(O2)CCC(C3=O)O)C
SMILES (Isomeric) CC(CC/C=C(\C)/COC(=O)C)C1=CC[C@]2([C@@H]1CC3=C(O2)CC[C@@H](C3=O)O)C
InChI InChI=1S/C23H32O5/c1-14(13-27-16(3)24)6-5-7-15(2)17-10-11-23(4)19(17)12-18-21(28-23)9-8-20(25)22(18)26/h6,10,15,19-20,25H,5,7-9,11-13H2,1-4H3/b14-6+/t15?,19-,20+,23+/m1/s1
InChI Key VGHJOPSBAYWMSB-ZMLYTDBKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H32O5
Molecular Weight 388.50 g/mol
Exact Mass 388.22497412 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 3.20
Atomic LogP (AlogP) 4.02
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(E)-6-[(3aS,7S,9aR)-7-hydroxy-3a-methyl-8-oxo-3,5,6,7,9,9a-hexahydrocyclopenta[b]chromen-1-yl]-2-methylhept-2-enyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9783 97.83%
Caco-2 + 0.5357 53.57%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8594 85.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8751 87.51%
OATP1B3 inhibitior + 0.9446 94.46%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.6444 64.44%
BSEP inhibitior + 0.8610 86.10%
P-glycoprotein inhibitior - 0.4334 43.34%
P-glycoprotein substrate - 0.5730 57.30%
CYP3A4 substrate + 0.6523 65.23%
CYP2C9 substrate - 0.7872 78.72%
CYP2D6 substrate - 0.8922 89.22%
CYP3A4 inhibition - 0.7687 76.87%
CYP2C9 inhibition - 0.8746 87.46%
CYP2C19 inhibition - 0.9092 90.92%
CYP2D6 inhibition - 0.9528 95.28%
CYP1A2 inhibition - 0.8096 80.96%
CYP2C8 inhibition - 0.7169 71.69%
CYP inhibitory promiscuity - 0.9215 92.15%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6705 67.05%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9491 94.91%
Skin irritation + 0.6955 69.55%
Skin corrosion - 0.9427 94.27%
Ames mutagenesis - 0.6744 67.44%
Human Ether-a-go-go-Related Gene inhibition + 0.7109 71.09%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.9350 93.50%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.5584 55.84%
Acute Oral Toxicity (c) III 0.4116 41.16%
Estrogen receptor binding + 0.7844 78.44%
Androgen receptor binding + 0.5518 55.18%
Thyroid receptor binding + 0.5827 58.27%
Glucocorticoid receptor binding + 0.8935 89.35%
Aromatase binding + 0.6573 65.73%
PPAR gamma + 0.5448 54.48%
Honey bee toxicity - 0.7944 79.44%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9821 98.21%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.13% 83.82%
CHEMBL2581 P07339 Cathepsin D 98.29% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.95% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.73% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.86% 96.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.48% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.74% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.56% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.36% 89.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 87.75% 97.47%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.48% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.61% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.15% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.93% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.32% 99.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.22% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.59% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.24% 93.56%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.20% 89.50%
CHEMBL340 P08684 Cytochrome P450 3A4 82.18% 91.19%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.37% 98.75%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.18% 89.05%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.81% 96.47%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.37% 95.71%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.09% 94.33%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 102520736
LOTUS LTS0178649
wikiData Q77501539