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(5R)-5-[(2R,3R,4S,5S,6R)-3-[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-4,5-dihydroxyoxan-2-yl]oxy-1,7-bis(4-hydroxyphenyl)heptan-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 886a9685-8f5f-42c6-97f3-985349058be5
Taxonomy Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids > Curcuminoids
IUPAC Name (5R)-5-[(2R,3R,4S,5S,6R)-3-[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-4,5-dihydroxyoxan-2-yl]oxy-1,7-bis(4-hydroxyphenyl)heptan-3-one
SMILES (Canonical) C1C(C(C(O1)OCC2C(C(C(C(O2)OC(CCC3=CC=C(C=C3)O)CC(=O)CCC4=CC=C(C=C4)O)OC5C(C(CO5)(CO)O)O)O)O)O)(CO)O
SMILES (Isomeric) C1[C@@]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@H](CCC3=CC=C(C=C3)O)CC(=O)CCC4=CC=C(C=C4)O)O[C@@H]5[C@H]([C@@](CO5)(CO)O)O)O)O)O)(CO)O
InChI InChI=1S/C35H48O17/c36-15-34(45)17-48-32(29(34)43)47-14-25-26(41)27(42)28(52-33-30(44)35(46,16-37)18-49-33)31(51-25)50-24(12-6-20-3-9-22(39)10-4-20)13-23(40)11-5-19-1-7-21(38)8-2-19/h1-4,7-10,24-33,36-39,41-46H,5-6,11-18H2/t24-,25-,26-,27+,28-,29+,30-,31-,32-,33-,34-,35+/m1/s1
InChI Key BTVWDANIMYMMGY-RISIZWLVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H48O17
Molecular Weight 740.70 g/mol
Exact Mass 740.28915006 g/mol
Topological Polar Surface Area (TPSA) 275.00 Ų
XlogP -1.80
Atomic LogP (AlogP) -2.26
H-Bond Acceptor 17
H-Bond Donor 10
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5R)-5-[(2R,3R,4S,5S,6R)-3-[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-4,5-dihydroxyoxan-2-yl]oxy-1,7-bis(4-hydroxyphenyl)heptan-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 - 0.6696 66.96%
Caco-2 - 0.8932 89.32%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8408 84.08%
OATP2B1 inhibitior - 0.8602 86.02%
OATP1B1 inhibitior + 0.8811 88.11%
OATP1B3 inhibitior + 0.9412 94.12%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9352 93.52%
P-glycoprotein inhibitior + 0.6925 69.25%
P-glycoprotein substrate + 0.5725 57.25%
CYP3A4 substrate + 0.6922 69.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8335 83.35%
CYP3A4 inhibition - 0.8713 87.13%
CYP2C9 inhibition - 0.8679 86.79%
CYP2C19 inhibition - 0.8264 82.64%
CYP2D6 inhibition - 0.8953 89.53%
CYP1A2 inhibition - 0.9100 91.00%
CYP2C8 inhibition + 0.5774 57.74%
CYP inhibitory promiscuity - 0.9105 91.05%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5866 58.66%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9158 91.58%
Skin irritation - 0.8184 81.84%
Skin corrosion - 0.9577 95.77%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7099 70.99%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.8890 88.90%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.6652 66.52%
Acute Oral Toxicity (c) III 0.5835 58.35%
Estrogen receptor binding + 0.7891 78.91%
Androgen receptor binding + 0.6909 69.09%
Thyroid receptor binding - 0.5262 52.62%
Glucocorticoid receptor binding - 0.4708 47.08%
Aromatase binding + 0.5769 57.69%
PPAR gamma + 0.7212 72.12%
Honey bee toxicity - 0.6625 66.25%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.8176 81.76%

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 99.30% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.39% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 96.14% 95.93%
CHEMBL2581 P07339 Cathepsin D 95.11% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.50% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.61% 97.09%
CHEMBL3437 Q16853 Amine oxidase, copper containing 92.29% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.86% 99.17%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 90.53% 94.62%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 88.83% 95.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.96% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.88% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.81% 89.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.08% 86.92%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 85.72% 85.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.92% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.49% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.20% 94.33%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 84.19% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 83.83% 94.73%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.29% 100.00%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 81.37% 94.97%
CHEMBL2514 O95665 Neurotensin receptor 2 80.46% 100.00%

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.
Betula pendula subsp. mandshurica

Cross-Links

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PubChem 46889109
LOTUS LTS0229008
wikiData Q104945892