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(2R,3S,4S,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-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 1cf96f5f-1c79-422b-83f4-65dce190fd4e
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-3-O-glycosides
IUPAC Name (2R,3S,4S,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC4=C(C=C(C=C4[O+]=C3C5=CC(=C(C(=C5)O)O)O)O)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@@H]([C@@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC4=C(C=C(C=C4[O+]=C3C5=CC(=C(C(=C5)O)O)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C27H30O16/c1-8-18(32)21(35)23(37)26(40-8)39-7-17-20(34)22(36)24(38)27(43-17)42-16-6-11-12(29)4-10(28)5-15(11)41-25(16)9-2-13(30)19(33)14(31)3-9/h2-6,8,17-18,20-24,26-27,32,34-38H,7H2,1H3,(H4-,28,29,30,31,33)/p+1/t8-,17+,18-,20+,21-,22-,23-,24+,26+,27+/m0/s1
InChI Key PLKUTZNSKRWCCA-NQWUONRPSA-O
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H31O16+
Molecular Weight 611.50 g/mol
Exact Mass 611.16120990 g/mol
Topological Polar Surface Area (TPSA) 260.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -1.06
H-Bond Acceptor 15
H-Bond Donor 11
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,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-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 - 0.7741 77.41%
Caco-2 - 0.9168 91.68%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.5948 59.48%
OATP2B1 inhibitior - 0.5633 56.33%
OATP1B1 inhibitior + 0.8623 86.23%
OATP1B3 inhibitior + 0.9368 93.68%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7260 72.60%
P-glycoprotein inhibitior - 0.6063 60.63%
P-glycoprotein substrate - 0.5666 56.66%
CYP3A4 substrate + 0.6091 60.91%
CYP2C9 substrate - 0.8033 80.33%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9559 95.59%
CYP2C9 inhibition - 0.8740 87.40%
CYP2C19 inhibition - 0.8202 82.02%
CYP2D6 inhibition - 0.9248 92.48%
CYP1A2 inhibition - 0.8473 84.73%
CYP2C8 inhibition + 0.7671 76.71%
CYP inhibitory promiscuity - 0.6892 68.92%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6103 61.03%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.8988 89.88%
Skin irritation - 0.8112 81.12%
Skin corrosion - 0.9516 95.16%
Ames mutagenesis - 0.6261 62.61%
Human Ether-a-go-go-Related Gene inhibition + 0.7471 74.71%
Micronuclear + 0.7118 71.18%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.9237 92.37%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity - 0.6375 63.75%
Nephrotoxicity - 0.9243 92.43%
Acute Oral Toxicity (c) III 0.6011 60.11%
Estrogen receptor binding + 0.7845 78.45%
Androgen receptor binding + 0.5281 52.81%
Thyroid receptor binding + 0.5765 57.65%
Glucocorticoid receptor binding + 0.6012 60.12%
Aromatase binding + 0.6751 67.51%
PPAR gamma + 0.7534 75.34%
Honey bee toxicity - 0.8180 81.80%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6049 60.49%
Fish aquatic toxicity + 0.8635 86.35%

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 99.58% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.08% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.10% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.99% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.75% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.52% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.56% 86.33%
CHEMBL2581 P07339 Cathepsin D 90.25% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 88.69% 94.73%
CHEMBL1937 Q92769 Histone deacetylase 2 88.64% 94.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.60% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.53% 99.15%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.17% 92.94%
CHEMBL3194 P02766 Transthyretin 87.07% 90.71%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 84.80% 83.57%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.45% 89.62%
CHEMBL226 P30542 Adenosine A1 receptor 82.34% 95.93%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.94% 95.78%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 80.71% 97.31%

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.
Petunia exserta
Petunia reitzii

Cross-Links

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PubChem 154497631
LOTUS LTS0049548
wikiData Q105210998