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(2S)-2-(1,3-benzodioxol-5-yl)-5,6-dimethoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one

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 ab9d46e1-8c83-4127-8957-60b47b2fcf14
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name (2S)-2-(1,3-benzodioxol-5-yl)-5,6-dimethoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
SMILES (Canonical) COC1=C(C=C2C(=C1OC)C(=O)CC(O2)C3=CC4=C(C=C3)OCO4)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O
SMILES (Isomeric) COC1=C(C=C2C(=C1OC)C(=O)C[C@H](O2)C3=CC4=C(C=C3)OCO4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O
InChI InChI=1S/C30H36O17/c1-39-27-17(7-16-20(28(27)40-2)12(32)6-14(44-16)11-3-4-13-15(5-11)43-10-42-13)45-30-26(38)24(36)22(34)19(47-30)9-41-29-25(37)23(35)21(33)18(8-31)46-29/h3-5,7,14,18-19,21-26,29-31,33-38H,6,8-10H2,1-2H3/t14-,18+,19+,21+,22+,23-,24-,25+,26+,29+,30+/m0/s1
InChI Key OFDQNMIAAIPYCU-PEFZTMPWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H36O17
Molecular Weight 668.60 g/mol
Exact Mass 668.19524968 g/mol
Topological Polar Surface Area (TPSA) 242.00 Ų
XlogP -1.60
Atomic LogP (AlogP) -1.86
H-Bond Acceptor 17
H-Bond Donor 7
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-2-(1,3-benzodioxol-5-yl)-5,6-dimethoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5958 59.58%
Caco-2 - 0.8885 88.85%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6367 63.67%
OATP2B1 inhibitior - 0.8623 86.23%
OATP1B1 inhibitior + 0.8756 87.56%
OATP1B3 inhibitior + 0.9648 96.48%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6484 64.84%
P-glycoprotein inhibitior - 0.5206 52.06%
P-glycoprotein substrate - 0.7053 70.53%
CYP3A4 substrate + 0.6380 63.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8078 80.78%
CYP3A4 inhibition - 0.5237 52.37%
CYP2C9 inhibition - 0.8011 80.11%
CYP2C19 inhibition - 0.7261 72.61%
CYP2D6 inhibition - 0.8817 88.17%
CYP1A2 inhibition - 0.9203 92.03%
CYP2C8 inhibition - 0.6086 60.86%
CYP inhibitory promiscuity + 0.6363 63.63%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6053 60.53%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9222 92.22%
Skin irritation - 0.8240 82.40%
Skin corrosion - 0.9490 94.90%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6646 66.46%
Micronuclear + 0.7133 71.33%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8827 88.27%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.5695 56.95%
Acute Oral Toxicity (c) III 0.7719 77.19%
Estrogen receptor binding + 0.8538 85.38%
Androgen receptor binding - 0.5807 58.07%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.5984 59.84%
Aromatase binding + 0.5489 54.89%
PPAR gamma + 0.6813 68.13%
Honey bee toxicity - 0.7571 75.71%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6149 61.49%
Fish aquatic toxicity + 0.7675 76.75%

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 99.04% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.59% 96.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 97.43% 94.80%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.61% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.35% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.51% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.15% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.52% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.27% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.79% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.50% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.44% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.33% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.86% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.56% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.47% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.97% 95.89%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.01% 96.21%
CHEMBL3401 O75469 Pregnane X receptor 81.88% 94.73%
CHEMBL4208 P20618 Proteasome component C5 81.59% 90.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.45% 95.89%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 80.97% 96.86%
CHEMBL2535 P11166 Glucose transporter 80.00% 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.
Drimia indica

Cross-Links

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PubChem 163061217
LOTUS LTS0120297
wikiData Q105190867