PlantaeDB Logo
Login Sign-up

3-[[(2S,3S,4S,5S,6S)-6-[5,7-dihydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyl]oxymethyl]oxan-2-yl]oxyphenyl]chromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid

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

Top
Internal ID 89c8a5eb-4fee-4096-b9c2-c852f8da6a78
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanidin 3p-O-p-coumaroyl glycosides > Anthocyanidin 3p-O-6-p-coumaroyl glycosides
IUPAC Name 3-[[(2S,3S,4S,5S,6S)-6-[5,7-dihydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyl]oxymethyl]oxan-2-yl]oxyphenyl]chromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C51H58O32/c52-13-27-35(61)39(65)43(69)48(80-27)75-20-4-1-17(2-5-20)3-6-32(58)73-15-29-37(63)41(67)45(71)50(82-29)78-25-8-18(7-24(34(25)60)77-49-44(70)40(66)36(62)28(14-53)81-49)47-26(11-21-22(55)9-19(54)10-23(21)76-47)79-51-46(72)42(68)38(64)30(83-51)16-74-33(59)12-31(56)57/h1-11,27-30,35-46,48-53,61-72H,12-16H2,(H3-,54,55,56,57,60)/p+1/b6-3+/t27-,28+,29-,30+,35-,36-,37-,38-,39+,40+,41+,42+,43-,44-,45-,46+,48-,49-,50-,51-/m1/s1
InChI Key LLDMWHWRSUPHJJ-ZZRRWYBZSA-O
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C51H59O32+
Molecular Weight 1184.00 g/mol
Exact Mass 1183.2989447 g/mol
Topological Polar Surface Area (TPSA) 509.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -5.50
H-Bond Acceptor 30
H-Bond Donor 18
Rotatable Bonds 19

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 3-[[(2S,3S,4S,5S,6S)-6-[5,7-dihydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyl]oxymethyl]oxan-2-yl]oxyphenyl]chromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7056 70.56%
Caco-2 - 0.8609 86.09%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Nucleus 0.5340 53.40%
OATP2B1 inhibitior - 0.7247 72.47%
OATP1B1 inhibitior + 0.8654 86.54%
OATP1B3 inhibitior + 0.9618 96.18%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9657 96.57%
P-glycoprotein inhibitior + 0.7413 74.13%
P-glycoprotein substrate - 0.5422 54.22%
CYP3A4 substrate + 0.6783 67.83%
CYP2C9 substrate - 0.7946 79.46%
CYP2D6 substrate - 0.8623 86.23%
CYP3A4 inhibition - 0.8993 89.93%
CYP2C9 inhibition - 0.9335 93.35%
CYP2C19 inhibition - 0.8752 87.52%
CYP2D6 inhibition - 0.9041 90.41%
CYP1A2 inhibition - 0.8957 89.57%
CYP2C8 inhibition + 0.8605 86.05%
CYP inhibitory promiscuity - 0.9125 91.25%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6545 65.45%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.8982 89.82%
Skin irritation - 0.8208 82.08%
Skin corrosion - 0.9504 95.04%
Ames mutagenesis - 0.6570 65.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8088 80.88%
Micronuclear + 0.6359 63.59%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8731 87.31%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.9052 90.52%
Acute Oral Toxicity (c) III 0.4561 45.61%
Estrogen receptor binding + 0.7405 74.05%
Androgen receptor binding + 0.6980 69.80%
Thyroid receptor binding + 0.6352 63.52%
Glucocorticoid receptor binding + 0.7116 71.16%
Aromatase binding + 0.5688 56.88%
PPAR gamma + 0.7853 78.53%
Honey bee toxicity - 0.7159 71.59%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9536 95.36%

Targets

Top

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%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 97.56% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.67% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.93% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.72% 99.17%
CHEMBL1951 P21397 Monoamine oxidase A 94.22% 91.49%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.67% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.46% 96.09%
CHEMBL3194 P02766 Transthyretin 93.26% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.70% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.60% 95.56%
CHEMBL2581 P07339 Cathepsin D 87.48% 98.95%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 87.22% 95.83%
CHEMBL3437 Q16853 Amine oxidase, copper containing 84.98% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.82% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.53% 86.92%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.22% 95.50%
CHEMBL220 P22303 Acetylcholinesterase 81.10% 94.45%
CHEMBL4208 P20618 Proteasome component C5 80.78% 90.00%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 80.46% 92.32%

Plants that contains it

Top
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.
Clitoria ternatea

Cross-Links

Top
PubChem 163192040
LOTUS LTS0042222
wikiData Q105153425