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(2S,3R,4S,5S,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]-6-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]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 0a470bfd-76a0-4e3f-98ea-740240d8483d
Taxonomy Phenylpropanoids and polyketides > Diarylheptanoids > Cyclic diarylheptanoids > Meta,meta-bridged biphenyls
IUPAC Name (2S,3R,4S,5S,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]-6-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]oxane-3,4,5-triol
SMILES (Canonical) COC1=C2C=C(CCCCC(CCC3=CC2=C(C=C3)O)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@@H](CCC3=CC2=C(C=C3)O)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/C32H44O14/c1-41-29-19-12-16(5-3-4-6-17(34)9-7-15-8-10-20(35)18(19)11-15)28(30(29)42-2)46-32-27(40)25(38)24(37)22(45-32)14-43-31-26(39)23(36)21(13-33)44-31/h8,10-12,17,21-27,31-40H,3-7,9,13-14H2,1-2H3/t17-,21-,22+,23-,24+,25-,26+,27+,31+,32-/m0/s1
InChI Key UIKQMJBAMKISBA-ADFMPWAHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H44O14
Molecular Weight 652.70 g/mol
Exact Mass 652.27310607 g/mol
Topological Polar Surface Area (TPSA) 217.00 Ų
XlogP 0.70
Atomic LogP (AlogP) -0.26
H-Bond Acceptor 14
H-Bond Donor 8
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-[[(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]-6-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]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 + 0.5434 54.34%
Caco-2 - 0.8832 88.32%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6981 69.81%
OATP2B1 inhibitior - 0.8670 86.70%
OATP1B1 inhibitior + 0.8627 86.27%
OATP1B3 inhibitior + 0.9573 95.73%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.7765 77.65%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.5772 57.72%
CYP3A4 substrate + 0.6506 65.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7585 75.85%
CYP3A4 inhibition - 0.9087 90.87%
CYP2C9 inhibition - 0.9153 91.53%
CYP2C19 inhibition - 0.7926 79.26%
CYP2D6 inhibition - 0.8168 81.68%
CYP1A2 inhibition - 0.7278 72.78%
CYP2C8 inhibition + 0.6292 62.92%
CYP inhibitory promiscuity - 0.8271 82.71%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6229 62.29%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9360 93.60%
Skin irritation - 0.8233 82.33%
Skin corrosion - 0.9574 95.74%
Ames mutagenesis - 0.5770 57.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8294 82.94%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.8771 87.71%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.9020 90.20%
Acute Oral Toxicity (c) III 0.6481 64.81%
Estrogen receptor binding + 0.8550 85.50%
Androgen receptor binding + 0.5720 57.20%
Thyroid receptor binding - 0.5316 53.16%
Glucocorticoid receptor binding + 0.5754 57.54%
Aromatase binding + 0.6225 62.25%
PPAR gamma + 0.7008 70.08%
Honey bee toxicity - 0.8302 83.02%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.7643 76.43%

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 99.62% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.16% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.51% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.63% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.06% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.12% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 90.19% 91.49%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.45% 92.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.23% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.08% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.51% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.38% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.16% 89.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.91% 95.83%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.78% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.32% 99.15%
CHEMBL2535 P11166 Glucose transporter 83.22% 98.75%
CHEMBL1873 P00750 Tissue-type plasminogen activator 81.94% 93.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.85% 100.00%
CHEMBL4581 P52732 Kinesin-like protein 1 81.13% 93.18%

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 163022922
LOTUS LTS0013462
wikiData Q105273424