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(2R,3R,4S,5S,6R)-2-[[(9R)-3,15-dihydroxy-16,17-dimethoxy-9-tricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),14(18),15-hexaenyl]oxy]-6-(hydroxymethyl)oxane-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 4ba8284e-7a4e-48b4-bcb0-441fa0124378
Taxonomy Phenylpropanoids and polyketides > Diarylheptanoids > Cyclic diarylheptanoids > Meta,meta-bridged biphenyls
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(9R)-3,15-dihydroxy-16,17-dimethoxy-9-tricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),14(18),15-hexaenyl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) COC1=C2C=C(CCCCC(CCC3=CC2=C(C=C3)O)OC4C(C(C(C(O4)CO)O)O)O)C(=C1OC)O
SMILES (Isomeric) COC1=C2C=C(CCCC[C@H](CCC3=CC2=C(C=C3)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C(=C1OC)O
InChI InChI=1S/C27H36O10/c1-34-25-18-12-15(21(30)26(25)35-2)5-3-4-6-16(9-7-14-8-10-19(29)17(18)11-14)36-27-24(33)23(32)22(31)20(13-28)37-27/h8,10-12,16,20,22-24,27-33H,3-7,9,13H2,1-2H3/t16-,20-,22-,23+,24-,27-/m1/s1
InChI Key SOSYVRWCRJIWQG-SUAFQAHMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H36O10
Molecular Weight 520.60 g/mol
Exact Mass 520.23084734 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 1.63
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[(9R)-3,15-dihydroxy-16,17-dimethoxy-9-tricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),14(18),15-hexaenyl]oxy]-6-(hydroxymethyl)oxane-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 - 0.5754 57.54%
Caco-2 - 0.8151 81.51%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7212 72.12%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8440 84.40%
OATP1B3 inhibitior + 0.9513 95.13%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.7859 78.59%
P-glycoprotein inhibitior - 0.5130 51.30%
P-glycoprotein substrate - 0.6768 67.68%
CYP3A4 substrate + 0.6313 63.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7585 75.85%
CYP3A4 inhibition - 0.8753 87.53%
CYP2C9 inhibition - 0.8653 86.53%
CYP2C19 inhibition - 0.6942 69.42%
CYP2D6 inhibition - 0.8361 83.61%
CYP1A2 inhibition - 0.5000 50.00%
CYP2C8 inhibition + 0.6313 63.13%
CYP inhibitory promiscuity - 0.7896 78.96%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7571 75.71%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9432 94.32%
Skin irritation - 0.8370 83.70%
Skin corrosion - 0.9572 95.72%
Ames mutagenesis - 0.5070 50.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8482 84.82%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.8969 89.69%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.9447 94.47%
Acute Oral Toxicity (c) III 0.6701 67.01%
Estrogen receptor binding + 0.8058 80.58%
Androgen receptor binding + 0.6090 60.90%
Thyroid receptor binding + 0.5172 51.72%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding + 0.6285 62.85%
PPAR gamma + 0.6773 67.73%
Honey bee toxicity - 0.8693 86.93%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.8423 84.23%

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 99.83% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.32% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 95.73% 91.49%
CHEMBL2581 P07339 Cathepsin D 94.67% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.41% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.16% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.79% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.11% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.45% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.12% 92.62%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 87.26% 91.71%
CHEMBL1873 P00750 Tissue-type plasminogen activator 87.13% 93.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.08% 96.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.50% 89.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.51% 95.83%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.32% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.90% 99.17%
CHEMBL4208 P20618 Proteasome component C5 82.97% 90.00%
CHEMBL226 P30542 Adenosine A1 receptor 81.28% 95.93%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.86% 99.15%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.39% 94.45%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 95223224
LOTUS LTS0217813
wikiData Q105257174