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(2S)-2-[(1R,4aS,7S,7aR)-4,7-dimethyl-3-(3-methylbutanoyl)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl]-2-hydroxy-4-methyl-1-benzofuran-3-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 ee8eb97e-ce3e-4353-ba1f-52cf3a3a5f62
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (2S)-2-[(1R,4aS,7S,7aR)-4,7-dimethyl-3-(3-methylbutanoyl)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl]-2-hydroxy-4-methyl-1-benzofuran-3-one
SMILES (Canonical) CC1CCC2C1C(OC(=C2C)C(=O)CC(C)C)C3(C(=O)C4=C(C=CC=C4O3)C)O
SMILES (Isomeric) C[C@H]1CC[C@H]2[C@@H]1[C@@H](OC(=C2C)C(=O)CC(C)C)[C@]3(C(=O)C4=C(C=CC=C4O3)C)O
InChI InChI=1S/C24H30O5/c1-12(2)11-17(25)21-15(5)16-10-9-14(4)19(16)23(28-21)24(27)22(26)20-13(3)7-6-8-18(20)29-24/h6-8,12,14,16,19,23,27H,9-11H2,1-5H3/t14-,16+,19+,23+,24+/m0/s1
InChI Key BUBPXJDSIOFMJL-HCEVFFAKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H30O5
Molecular Weight 398.50 g/mol
Exact Mass 398.20932405 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.21
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-2-[(1R,4aS,7S,7aR)-4,7-dimethyl-3-(3-methylbutanoyl)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl]-2-hydroxy-4-methyl-1-benzofuran-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9800 98.00%
Caco-2 + 0.7382 73.82%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8012 80.12%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9005 90.05%
OATP1B3 inhibitior - 0.2415 24.15%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.4950 49.50%
P-glycoprotein inhibitior + 0.6817 68.17%
P-glycoprotein substrate + 0.5460 54.60%
CYP3A4 substrate + 0.6154 61.54%
CYP2C9 substrate - 0.6032 60.32%
CYP2D6 substrate - 0.8468 84.68%
CYP3A4 inhibition - 0.5270 52.70%
CYP2C9 inhibition + 0.5447 54.47%
CYP2C19 inhibition - 0.6481 64.81%
CYP2D6 inhibition - 0.8881 88.81%
CYP1A2 inhibition - 0.6159 61.59%
CYP2C8 inhibition + 0.5341 53.41%
CYP inhibitory promiscuity - 0.6636 66.36%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4528 45.28%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.8479 84.79%
Skin irritation - 0.6630 66.30%
Skin corrosion - 0.8809 88.09%
Ames mutagenesis - 0.6340 63.40%
Human Ether-a-go-go-Related Gene inhibition - 0.3745 37.45%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.6426 64.26%
skin sensitisation - 0.7590 75.90%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7145 71.45%
Acute Oral Toxicity (c) I 0.3811 38.11%
Estrogen receptor binding + 0.6490 64.90%
Androgen receptor binding + 0.6746 67.46%
Thyroid receptor binding + 0.5163 51.63%
Glucocorticoid receptor binding + 0.6793 67.93%
Aromatase binding - 0.5504 55.04%
PPAR gamma + 0.6416 64.16%
Honey bee toxicity - 0.8968 89.68%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9910 99.10%

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
CHEMBL4481 P35228 Nitric oxide synthase, inducible 96.69% 94.80%
CHEMBL2581 P07339 Cathepsin D 96.61% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.55% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.60% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.94% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.74% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.28% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.14% 85.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.79% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.34% 89.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.74% 96.47%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 85.64% 86.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.55% 96.95%
CHEMBL3492 P49721 Proteasome Macropain subunit 85.27% 90.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.11% 95.89%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.79% 96.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.27% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.47% 99.23%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 81.64% 83.10%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.58% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.25% 94.45%
CHEMBL5028 O14672 ADAM10 81.20% 97.50%

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.
Lycoseris triplinervia

Cross-Links

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PubChem 162890253
LOTUS LTS0083904
wikiData Q104946007