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(3aS,5R,9aR)-1-[(2R,5S)-5,6-dihydroxy-6-methylheptan-2-yl]-5-methoxy-3a-methyl-3,5,6,7,9,9a-hexahydrocyclopenta[b]chromen-8-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 a6ea824a-31ec-4aa6-a180-087fbe3b4ab3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (3aS,5R,9aR)-1-[(2R,5S)-5,6-dihydroxy-6-methylheptan-2-yl]-5-methoxy-3a-methyl-3,5,6,7,9,9a-hexahydrocyclopenta[b]chromen-8-one
SMILES (Canonical) CC(CCC(C(C)(C)O)O)C1=CCC2(C1CC3=C(O2)C(CCC3=O)OC)C
SMILES (Isomeric) C[C@H](CC[C@@H](C(C)(C)O)O)C1=CC[C@]2([C@@H]1CC3=C(O2)[C@@H](CCC3=O)OC)C
InChI InChI=1S/C22H34O5/c1-13(6-9-19(24)21(2,3)25)14-10-11-22(4)16(14)12-15-17(23)7-8-18(26-5)20(15)27-22/h10,13,16,18-19,24-25H,6-9,11-12H2,1-5H3/t13-,16-,18-,19+,22+/m1/s1
InChI Key YXQFYLGTHBJWPD-ZLUZAOEOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C22H34O5
Molecular Weight 378.50 g/mol
Exact Mass 378.24062418 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 3.29
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3aS,5R,9aR)-1-[(2R,5S)-5,6-dihydroxy-6-methylheptan-2-yl]-5-methoxy-3a-methyl-3,5,6,7,9,9a-hexahydrocyclopenta[b]chromen-8-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9803 98.03%
Caco-2 + 0.6992 69.92%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7627 76.27%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8908 89.08%
OATP1B3 inhibitior + 0.9221 92.21%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6149 61.49%
P-glycoprotein inhibitior - 0.7397 73.97%
P-glycoprotein substrate - 0.5413 54.13%
CYP3A4 substrate + 0.6470 64.70%
CYP2C9 substrate - 0.8027 80.27%
CYP2D6 substrate - 0.8713 87.13%
CYP3A4 inhibition - 0.8569 85.69%
CYP2C9 inhibition - 0.7435 74.35%
CYP2C19 inhibition - 0.7241 72.41%
CYP2D6 inhibition - 0.9082 90.82%
CYP1A2 inhibition - 0.7259 72.59%
CYP2C8 inhibition - 0.7173 71.73%
CYP inhibitory promiscuity - 0.9104 91.04%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6735 67.35%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9472 94.72%
Skin irritation - 0.5718 57.18%
Skin corrosion - 0.9397 93.97%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6523 65.23%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.5859 58.59%
skin sensitisation - 0.8118 81.18%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.4611 46.11%
Acute Oral Toxicity (c) III 0.3454 34.54%
Estrogen receptor binding + 0.6299 62.99%
Androgen receptor binding - 0.5254 52.54%
Thyroid receptor binding + 0.6591 65.91%
Glucocorticoid receptor binding + 0.8907 89.07%
Aromatase binding - 0.4893 48.93%
PPAR gamma - 0.6010 60.10%
Honey bee toxicity - 0.7017 70.17%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9251 92.51%

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 99.93% 83.82%
CHEMBL2581 P07339 Cathepsin D 99.15% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.48% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.04% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.23% 96.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.31% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.97% 85.14%
CHEMBL2996 Q05655 Protein kinase C delta 89.89% 97.79%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 89.14% 95.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.33% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.09% 97.09%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.74% 92.88%
CHEMBL3820 P35557 Hexokinase type IV 85.18% 91.96%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.54% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.14% 99.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.64% 93.04%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.43% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.20% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.80% 92.94%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.06% 93.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.44% 99.17%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.34% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.15% 92.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.03% 94.45%

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 162971468
LOTUS LTS0157495
wikiData Q104401482