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(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[[(11S)-11,17-dihydroxy-3,4-dimethoxy-5-tricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),14(18),15-hexaenyl]oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]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 3569b9b8-eae9-4b76-b7b9-e9655eb42298
Taxonomy Phenylpropanoids and polyketides > Diarylheptanoids > Cyclic diarylheptanoids > Meta,meta-bridged biphenyls
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[[(11S)-11,17-dihydroxy-3,4-dimethoxy-5-tricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),14(18),15-hexaenyl]oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H46O15/c1-43-29-19-12-16(5-3-4-6-17(36)9-7-15-8-10-20(37)18(19)11-15)28(31(29)44-2)47-33-27(42)30(24(39)22(14-35)46-33)48-32-26(41)25(40)23(38)21(13-34)45-32/h8,10-12,17,21-27,30,32-42H,3-7,9,13-14H2,1-2H3/t17-,21+,22+,23+,24+,25-,26+,27+,30-,32-,33-/m0/s1
InChI Key XMKXFSLOVIEGBT-VIAGNOAVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H46O15
Molecular Weight 682.70 g/mol
Exact Mass 682.28367076 g/mol
Topological Polar Surface Area (TPSA) 237.00 Ų
XlogP 0.70
Atomic LogP (AlogP) -0.90
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[[(11S)-11,17-dihydroxy-3,4-dimethoxy-5-tricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),14(18),15-hexaenyl]oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]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 - 0.6295 62.95%
Caco-2 - 0.8821 88.21%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.6288 62.88%
OATP2B1 inhibitior - 0.8671 86.71%
OATP1B1 inhibitior + 0.8736 87.36%
OATP1B3 inhibitior + 0.9515 95.15%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7433 74.33%
P-glycoprotein inhibitior - 0.4673 46.73%
P-glycoprotein substrate - 0.5702 57.02%
CYP3A4 substrate + 0.6574 65.74%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7585 75.85%
CYP3A4 inhibition - 0.9407 94.07%
CYP2C9 inhibition - 0.9449 94.49%
CYP2C19 inhibition - 0.8424 84.24%
CYP2D6 inhibition - 0.8505 85.05%
CYP1A2 inhibition - 0.7403 74.03%
CYP2C8 inhibition + 0.6244 62.44%
CYP inhibitory promiscuity - 0.9301 93.01%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7055 70.55%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9284 92.84%
Skin irritation - 0.8293 82.93%
Skin corrosion - 0.9613 96.13%
Ames mutagenesis - 0.6240 62.40%
Human Ether-a-go-go-Related Gene inhibition + 0.8030 80.30%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.9295 92.95%
Acute Oral Toxicity (c) III 0.6940 69.40%
Estrogen receptor binding + 0.8310 83.10%
Androgen receptor binding + 0.6223 62.23%
Thyroid receptor binding - 0.5257 52.57%
Glucocorticoid receptor binding + 0.5434 54.34%
Aromatase binding + 0.5938 59.38%
PPAR gamma + 0.6820 68.20%
Honey bee toxicity - 0.8023 80.23%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.6992 69.92%

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 99.64% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.66% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.61% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 93.46% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.49% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.81% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 90.65% 95.93%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.48% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.93% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.48% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.41% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.93% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.49% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.38% 99.17%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.83% 92.88%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.59% 95.83%
CHEMBL1873 P00750 Tissue-type plasminogen activator 84.52% 93.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.67% 93.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.28% 100.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.01% 99.15%

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 163041103
LOTUS LTS0245184
wikiData Q105331189