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(2S,6S)-6-[[2,6-dihydroxy-4-methoxy-3-methyl-5-[(2R)-2-methylbutanoyl]phenyl]methyl]-2-[[2,6-dihydroxy-4-methoxy-3-methyl-5-(3-methylbutanoyl)phenyl]methyl]-5-hydroxy-2,6-dimethyl-4-(3-methylbutanoyl)cyclohex-4-ene-1,3-dione

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 424767fd-e865-40ec-b54b-3ac9f1285b35
Taxonomy Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids > Curcuminoids
IUPAC Name (2S,6S)-6-[[2,6-dihydroxy-4-methoxy-3-methyl-5-[(2R)-2-methylbutanoyl]phenyl]methyl]-2-[[2,6-dihydroxy-4-methoxy-3-methyl-5-(3-methylbutanoyl)phenyl]methyl]-5-hydroxy-2,6-dimethyl-4-(3-methylbutanoyl)cyclohex-4-ene-1,3-dione
SMILES (Canonical) CCC(C)C(=O)C1=C(C(=C(C(=C1O)CC2(C(=C(C(=O)C(C2=O)(C)CC3=C(C(=C(C(=C3O)C)OC)C(=O)CC(C)C)O)C(=O)CC(C)C)O)C)O)C)OC
SMILES (Isomeric) CC[C@@H](C)C(=O)C1=C(C(=C(C(=C1O)C[C@]2(C(=C(C(=O)[C@@](C2=O)(C)CC3=C(C(=C(C(=C3O)C)OC)C(=O)CC(C)C)O)C(=O)CC(C)C)O)C)O)C)OC
InChI InChI=1S/C41H54O12/c1-13-20(6)30(44)29-34(48)24(32(46)22(8)36(29)53-12)17-41(10)38(50)28(26(43)15-19(4)5)37(49)40(9,39(41)51)16-23-31(45)21(7)35(52-11)27(33(23)47)25(42)14-18(2)3/h18-20,45-48,50H,13-17H2,1-12H3/t20-,40-,41+/m1/s1
InChI Key BOWSGUOXJQUWKV-BXTVTRSYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C41H54O12
Molecular Weight 738.90 g/mol
Exact Mass 738.36152715 g/mol
Topological Polar Surface Area (TPSA) 205.00 Ų
XlogP 8.30
Atomic LogP (AlogP) 6.98
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,6S)-6-[[2,6-dihydroxy-4-methoxy-3-methyl-5-[(2R)-2-methylbutanoyl]phenyl]methyl]-2-[[2,6-dihydroxy-4-methoxy-3-methyl-5-(3-methylbutanoyl)phenyl]methyl]-5-hydroxy-2,6-dimethyl-4-(3-methylbutanoyl)cyclohex-4-ene-1,3-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9868 98.68%
Caco-2 - 0.8152 81.52%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.8416 84.16%
OATP2B1 inhibitior - 0.5751 57.51%
OATP1B1 inhibitior - 0.3365 33.65%
OATP1B3 inhibitior + 0.8878 88.78%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6675 66.75%
P-glycoprotein inhibitior + 0.7265 72.65%
P-glycoprotein substrate - 0.5440 54.40%
CYP3A4 substrate + 0.6333 63.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8326 83.26%
CYP3A4 inhibition - 0.6028 60.28%
CYP2C9 inhibition + 0.6855 68.55%
CYP2C19 inhibition + 0.7985 79.85%
CYP2D6 inhibition - 0.8220 82.20%
CYP1A2 inhibition + 0.5675 56.75%
CYP2C8 inhibition + 0.5352 53.52%
CYP inhibitory promiscuity + 0.6726 67.26%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8221 82.21%
Carcinogenicity (trinary) Non-required 0.6714 67.14%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.8726 87.26%
Skin irritation - 0.8319 83.19%
Skin corrosion - 0.9421 94.21%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5264 52.64%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.6913 69.13%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.8529 85.29%
Acute Oral Toxicity (c) III 0.4789 47.89%
Estrogen receptor binding + 0.7482 74.82%
Androgen receptor binding + 0.6861 68.61%
Thyroid receptor binding + 0.5569 55.69%
Glucocorticoid receptor binding + 0.7130 71.30%
Aromatase binding + 0.7349 73.49%
PPAR gamma + 0.5835 58.35%
Honey bee toxicity - 0.8559 85.59%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.02% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.72% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.63% 96.09%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 88.09% 97.21%
CHEMBL221 P23219 Cyclooxygenase-1 87.45% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.51% 91.11%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.49% 98.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.45% 96.95%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 85.65% 89.34%
CHEMBL1937 Q92769 Histone deacetylase 2 85.43% 94.75%
CHEMBL1255126 O15151 Protein Mdm4 84.91% 90.20%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.71% 96.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.52% 93.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.96% 96.47%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 83.72% 95.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.13% 95.50%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.02% 86.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.93% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.99% 99.15%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.46% 94.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.77% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.63% 86.33%

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.
Hagenia abyssinica

Cross-Links

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PubChem 163035071
LOTUS LTS0116261
wikiData Q104940904