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(2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-[3-[(E)-2-(4-hydroxyphenyl)ethenyl]-5-methoxyphenoxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol

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 22b2b90b-ed99-4094-88fb-34488a60eac0
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
IUPAC Name (2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-[3-[(E)-2-(4-hydroxyphenyl)ethenyl]-5-methoxyphenoxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=CC(=C3)OC)C=CC4=CC=C(C=C4)O)OC5C(C(C(C(O5)C)O)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=CC(=C3)OC)/C=C/C4=CC=C(C=C4)O)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)O)O)O)O)O)O)O)O
InChI InChI=1S/C33H44O16/c1-14-22(35)25(38)28(41)31(45-14)44-13-21-24(37)27(40)30(49-32-29(42)26(39)23(36)15(2)46-32)33(48-21)47-20-11-17(10-19(12-20)43-3)5-4-16-6-8-18(34)9-7-16/h4-12,14-15,21-42H,13H2,1-3H3/b5-4+/t14-,15-,21+,22-,23-,24+,25+,26+,27-,28+,29+,30+,31+,32-,33+/m0/s1
InChI Key WZMOUSIPJJZEEB-KQUDHKOLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H44O16
Molecular Weight 696.70 g/mol
Exact Mass 696.26293531 g/mol
Topological Polar Surface Area (TPSA) 247.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -1.55
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 10

Synonyms

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BDBM50259881
trans-4'',5-dihydroxy-3-methoxystilbene-5-O-{alpha-L-rhamnopyranosyl-(1->2)-[alpha-L-rhamnopyranosyl-(1->6)]-beta-D-glucopyranoside

2D Structure

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2D Structure of (2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-[3-[(E)-2-(4-hydroxyphenyl)ethenyl]-5-methoxyphenoxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7844 78.44%
Caco-2 - 0.8887 88.87%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6193 61.93%
OATP2B1 inhibitior - 0.8611 86.11%
OATP1B1 inhibitior + 0.9034 90.34%
OATP1B3 inhibitior + 0.9423 94.23%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6932 69.32%
P-glycoprotein inhibitior - 0.5276 52.76%
P-glycoprotein substrate - 0.6217 62.17%
CYP3A4 substrate + 0.6024 60.24%
CYP2C9 substrate - 0.6287 62.87%
CYP2D6 substrate - 0.8098 80.98%
CYP3A4 inhibition - 0.8647 86.47%
CYP2C9 inhibition - 0.9080 90.80%
CYP2C19 inhibition - 0.8651 86.51%
CYP2D6 inhibition - 0.8635 86.35%
CYP1A2 inhibition - 0.9310 93.10%
CYP2C8 inhibition + 0.6561 65.61%
CYP inhibitory promiscuity - 0.6429 64.29%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5697 56.97%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9243 92.43%
Skin irritation - 0.8551 85.51%
Skin corrosion - 0.9631 96.31%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6585 65.85%
Micronuclear + 0.5692 56.92%
Hepatotoxicity - 0.8248 82.48%
skin sensitisation - 0.8782 87.82%
Respiratory toxicity - 0.7778 77.78%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity - 0.7875 78.75%
Nephrotoxicity - 0.9008 90.08%
Acute Oral Toxicity (c) III 0.7595 75.95%
Estrogen receptor binding + 0.7702 77.02%
Androgen receptor binding - 0.5262 52.62%
Thyroid receptor binding + 0.6198 61.98%
Glucocorticoid receptor binding + 0.5631 56.31%
Aromatase binding + 0.5754 57.54%
PPAR gamma + 0.7151 71.51%
Honey bee toxicity - 0.7540 75.40%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.8293 82.93%

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 99.33% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 97.12% 95.93%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.44% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.77% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.45% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.89% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 93.00% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.11% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.08% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.66% 95.89%
CHEMBL3194 P02766 Transthyretin 86.18% 90.71%
CHEMBL242 Q92731 Estrogen receptor beta 86.08% 98.35%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.34% 95.89%
CHEMBL4208 P20618 Proteasome component C5 84.15% 90.00%
CHEMBL2581 P07339 Cathepsin D 84.07% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.60% 99.17%
CHEMBL1951 P21397 Monoamine oxidase A 82.61% 91.49%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.64% 91.71%

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.
Boswellia papyrifera

Cross-Links

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PubChem 11193310
NPASS NPC273932
LOTUS LTS0028145
wikiData Q104888406