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(2R,3S,4S,5R,6S)-2-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[[(11E)-17-hydroxy-3,4-dimethoxy-5-tricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),11,14(18),15-heptaenyl]oxy]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 5f960d6c-4b91-4679-81a3-d2c528f229ef
Taxonomy Phenylpropanoids and polyketides > Diarylheptanoids > Cyclic diarylheptanoids > Meta,meta-bridged biphenyls
IUPAC Name (2R,3S,4S,5R,6S)-2-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[[(11E)-17-hydroxy-3,4-dimethoxy-5-tricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),11,14(18),15-heptaenyl]oxy]oxane-3,4,5-triol
SMILES (Canonical) COC1=C2C=C(CCCCC=CCC3=CC2=C(C=C3)O)C(=C1OC)OC4C(C(C(C(O4)COC5C(C(C(O5)CO)O)O)O)O)O
SMILES (Isomeric) COC1=C2C=C(CCCC/C=C/CC3=CC2=C(C=C3)O)C(=C1OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@H]([C@@H](O5)CO)O)O)O)O)O
InChI InChI=1S/C32H42O13/c1-40-29-19-13-17(9-7-5-3-4-6-8-16-10-11-20(34)18(19)12-16)28(30(29)41-2)45-32-27(39)25(37)24(36)22(44-32)15-42-31-26(38)23(35)21(14-33)43-31/h4,6,10-13,21-27,31-39H,3,5,7-9,14-15H2,1-2H3/b6-4+/t21-,22+,23-,24+,25-,26+,27+,31+,32-/m0/s1
InChI Key CKGPMQKYPJTHRX-OSERXLGNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H42O13
Molecular Weight 634.70 g/mol
Exact Mass 634.26254139 g/mol
Topological Polar Surface Area (TPSA) 197.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 0.54
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4S,5R,6S)-2-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[[(11E)-17-hydroxy-3,4-dimethoxy-5-tricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),11,14(18),15-heptaenyl]oxy]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 + 0.5679 56.79%
Caco-2 - 0.8719 87.19%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7519 75.19%
OATP2B1 inhibitior - 0.8658 86.58%
OATP1B1 inhibitior + 0.8330 83.30%
OATP1B3 inhibitior + 0.9619 96.19%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8001 80.01%
P-glycoprotein inhibitior - 0.4828 48.28%
P-glycoprotein substrate - 0.5874 58.74%
CYP3A4 substrate + 0.6477 64.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7744 77.44%
CYP3A4 inhibition - 0.9002 90.02%
CYP2C9 inhibition - 0.9000 90.00%
CYP2C19 inhibition - 0.7409 74.09%
CYP2D6 inhibition - 0.7986 79.86%
CYP1A2 inhibition - 0.7312 73.12%
CYP2C8 inhibition + 0.6260 62.60%
CYP inhibitory promiscuity - 0.5921 59.21%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5922 59.22%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9377 93.77%
Skin irritation - 0.8274 82.74%
Skin corrosion - 0.9545 95.45%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7964 79.64%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.6802 68.02%
skin sensitisation - 0.8373 83.73%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.8679 86.79%
Acute Oral Toxicity (c) III 0.5955 59.55%
Estrogen receptor binding + 0.8426 84.26%
Androgen receptor binding + 0.5367 53.67%
Thyroid receptor binding - 0.5193 51.93%
Glucocorticoid receptor binding + 0.5708 57.08%
Aromatase binding + 0.5898 58.98%
PPAR gamma + 0.7092 70.92%
Honey bee toxicity - 0.7956 79.56%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9206 92.06%

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 99.74% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.52% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 95.53% 91.49%
CHEMBL2581 P07339 Cathepsin D 94.55% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.99% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.64% 94.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 89.38% 95.83%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.14% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.16% 95.89%
CHEMBL4208 P20618 Proteasome component C5 87.41% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.36% 89.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.35% 96.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.06% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.92% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.12% 92.62%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.68% 96.61%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.98% 99.15%
CHEMBL226 P30542 Adenosine A1 receptor 82.89% 95.93%
CHEMBL3401 O75469 Pregnane X receptor 82.21% 94.73%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.79% 96.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.88% 93.99%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.79% 92.94%
CHEMBL6175 Q9H3R0 Lysine-specific demethylase 4C 80.24% 96.69%

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 11093421
LOTUS LTS0176170
wikiData Q104962308