[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-[(9S)-2,4,9-trihydroxy-7-methyl-10-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyanthracen-9-yl]oxan-2-yl] benzoate

Details

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Internal ID 6057e688-54fe-4ef2-9f8c-be130cdf39cf
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-[(9S)-2,4,9-trihydroxy-7-methyl-10-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyanthracen-9-yl]oxan-2-yl] benzoate
SMILES (Canonical) CC1=CC2=C(C(=C1)OC3C(C(C(C(O3)CO)O)O)O)C(=O)C4=C(C2(C5C(C(C(C(O5)OC(=O)C6=CC=CC=C6)O)O)O)O)C=C(C=C4O)O
SMILES (Isomeric) CC1=CC2=C(C(=C1)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C(=O)C4=C([C@@]2([C@@H]5[C@H]([C@@H]([C@@H]([C@H](O5)OC(=O)C6=CC=CC=C6)O)O)O)O)C=C(C=C4O)O
InChI InChI=1S/C33H34O16/c1-12-7-15-21(18(8-12)46-31-27(42)24(39)22(37)19(11-34)47-31)23(38)20-16(9-14(35)10-17(20)36)33(15,45)29-26(41)25(40)28(43)32(48-29)49-30(44)13-5-3-2-4-6-13/h2-10,19,22,24-29,31-32,34-37,39-43,45H,11H2,1H3/t19-,22-,24+,25+,26+,27-,28+,29+,31-,32-,33+/m1/s1
InChI Key CBXGCCCTKJQPNN-JMIONMRBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H34O16
Molecular Weight 686.60 g/mol
Exact Mass 686.18468499 g/mol
Topological Polar Surface Area (TPSA) 273.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -1.97
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-[(9S)-2,4,9-trihydroxy-7-methyl-10-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyanthracen-9-yl]oxan-2-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5393 53.93%
Caco-2 - 0.8889 88.89%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6811 68.11%
OATP2B1 inhibitior - 0.8449 84.49%
OATP1B1 inhibitior + 0.8445 84.45%
OATP1B3 inhibitior + 0.9713 97.13%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.7806 78.06%
P-glycoprotein inhibitior + 0.6100 61.00%
P-glycoprotein substrate - 0.6128 61.28%
CYP3A4 substrate + 0.6720 67.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8707 87.07%
CYP3A4 inhibition - 0.9098 90.98%
CYP2C9 inhibition - 0.9097 90.97%
CYP2C19 inhibition - 0.9015 90.15%
CYP2D6 inhibition - 0.9715 97.15%
CYP1A2 inhibition - 0.9069 90.69%
CYP2C8 inhibition + 0.7945 79.45%
CYP inhibitory promiscuity - 0.8785 87.85%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6575 65.75%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.8999 89.99%
Skin irritation - 0.8306 83.06%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis + 0.5336 53.36%
Human Ether-a-go-go-Related Gene inhibition + 0.8598 85.98%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.9242 92.42%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.5867 58.67%
Acute Oral Toxicity (c) III 0.5401 54.01%
Estrogen receptor binding + 0.7745 77.45%
Androgen receptor binding + 0.5781 57.81%
Thyroid receptor binding - 0.5146 51.46%
Glucocorticoid receptor binding + 0.6222 62.22%
Aromatase binding - 0.5478 54.78%
PPAR gamma + 0.7185 71.85%
Honey bee toxicity - 0.7707 77.07%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.8712 87.12%

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
CHEMBL2581 P07339 Cathepsin D 98.02% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.83% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.07% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.98% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 93.90% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.10% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.99% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.46% 96.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.55% 96.21%
CHEMBL3401 O75469 Pregnane X receptor 88.02% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.93% 99.17%
CHEMBL4208 P20618 Proteasome component C5 85.24% 90.00%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 84.47% 97.53%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.30% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.91% 97.14%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.54% 96.95%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.40% 94.62%
CHEMBL2535 P11166 Glucose transporter 80.41% 98.75%

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.
Picramnia teapensis

Cross-Links

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PubChem 163103634
LOTUS LTS0252557
wikiData Q104952926