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[(2R,2aS,4aR,6R,7R,7aS,7bR)-3-formyl-2a,4a,7-trihydroxy-6-(hydroxymethyl)-6,7b-dimethyl-2,5,7,7a-tetrahydro-1H-cyclobuta[e]inden-2-yl] 2,4-dihydroxy-6-methylbenzoate

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 bd71ef9d-a9c0-413e-97f9-71ce5e2e01fa
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Illudanes and illudins > Melleolides and analogues
IUPAC Name [(2R,2aS,4aR,6R,7R,7aS,7bR)-3-formyl-2a,4a,7-trihydroxy-6-(hydroxymethyl)-6,7b-dimethyl-2,5,7,7a-tetrahydro-1H-cyclobuta[e]inden-2-yl] 2,4-dihydroxy-6-methylbenzoate
SMILES (Canonical) CC1=CC(=CC(=C1C(=O)OC2CC3(C2(C(=CC4(C3C(C(C4)(C)CO)O)O)C=O)O)C)O)O
SMILES (Isomeric) CC1=CC(=CC(=C1C(=O)O[C@@H]2C[C@]3([C@@]2(C(=C[C@]4([C@@H]3[C@H]([C@@](C4)(C)CO)O)O)C=O)O)C)O)O
InChI InChI=1S/C23H28O9/c1-11-4-13(26)5-14(27)16(11)19(29)32-15-7-21(3)17-18(28)20(2,10-25)9-22(17,30)6-12(8-24)23(15,21)31/h4-6,8,15,17-18,25-28,30-31H,7,9-10H2,1-3H3/t15-,17-,18-,20-,21-,22+,23+/m1/s1
InChI Key DPRIWMJLDVLVPY-BLYPLLHESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H28O9
Molecular Weight 448.50 g/mol
Exact Mass 448.17333247 g/mol
Topological Polar Surface Area (TPSA) 165.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 0.32
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,2aS,4aR,6R,7R,7aS,7bR)-3-formyl-2a,4a,7-trihydroxy-6-(hydroxymethyl)-6,7b-dimethyl-2,5,7,7a-tetrahydro-1H-cyclobuta[e]inden-2-yl] 2,4-dihydroxy-6-methylbenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9791 97.91%
Caco-2 - 0.6559 65.59%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6939 69.39%
OATP2B1 inhibitior - 0.8587 85.87%
OATP1B1 inhibitior + 0.8629 86.29%
OATP1B3 inhibitior + 0.8887 88.87%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7870 78.70%
P-glycoprotein inhibitior - 0.5929 59.29%
P-glycoprotein substrate - 0.5104 51.04%
CYP3A4 substrate + 0.6820 68.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8704 87.04%
CYP3A4 inhibition - 0.8151 81.51%
CYP2C9 inhibition - 0.6901 69.01%
CYP2C19 inhibition - 0.7646 76.46%
CYP2D6 inhibition - 0.9170 91.70%
CYP1A2 inhibition - 0.5300 53.00%
CYP2C8 inhibition + 0.7940 79.40%
CYP inhibitory promiscuity - 0.7119 71.19%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6455 64.55%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9011 90.11%
Skin irritation - 0.6845 68.45%
Skin corrosion - 0.9469 94.69%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6419 64.19%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.5205 52.05%
skin sensitisation - 0.8005 80.05%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.4806 48.06%
Acute Oral Toxicity (c) III 0.5286 52.86%
Estrogen receptor binding + 0.8187 81.87%
Androgen receptor binding + 0.7222 72.22%
Thyroid receptor binding + 0.7124 71.24%
Glucocorticoid receptor binding + 0.7993 79.93%
Aromatase binding + 0.7930 79.30%
PPAR gamma + 0.5935 59.35%
Honey bee toxicity - 0.8154 81.54%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9922 99.22%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.62% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.35% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.32% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.77% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.70% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.77% 89.00%
CHEMBL3194 P02766 Transthyretin 89.59% 90.71%
CHEMBL4208 P20618 Proteasome component C5 89.01% 90.00%
CHEMBL2581 P07339 Cathepsin D 88.21% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.08% 91.07%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.69% 96.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.69% 100.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 85.19% 90.24%
CHEMBL340 P08684 Cytochrome P450 3A4 84.72% 91.19%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 83.84% 98.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.41% 92.94%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.18% 99.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.09% 95.50%
CHEMBL3492 P49721 Proteasome Macropain subunit 80.94% 90.24%

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 14166110
LOTUS LTS0143983
wikiData Q105104234