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5,7-dihydroxy-6-methoxy-3-[4-[(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]oxyphenyl]chromen-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 ef6c4787-1ad7-4abe-b3c5-6e63bb3185b9
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
IUPAC Name 5,7-dihydroxy-6-methoxy-3-[4-[(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]oxyphenyl]chromen-4-one
SMILES (Canonical) COC1=C(C2=C(C=C1O)OC=C(C2=O)C3=CC=C(C=C3)OC4C(C(C(C(O4)COC5C(C(C(C(O5)CO)O)O)O)O)O)O)O
SMILES (Isomeric) COC1=C(C2=C(C=C1O)OC=C(C2=O)C3=CC=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O)O
InChI InChI=1S/C28H32O16/c1-39-26-13(30)6-14-17(21(26)34)18(31)12(8-40-14)10-2-4-11(5-3-10)42-28-25(38)23(36)20(33)16(44-28)9-41-27-24(37)22(35)19(32)15(7-29)43-27/h2-6,8,15-16,19-20,22-25,27-30,32-38H,7,9H2,1H3/t15-,16-,19-,20-,22+,23+,24-,25-,27-,28-/m1/s1
InChI Key JUBDCFUPBLXIFI-SKLZQIAYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H32O16
Molecular Weight 624.50 g/mol
Exact Mass 624.16903493 g/mol
Topological Polar Surface Area (TPSA) 255.00 Ų
XlogP -1.30
Atomic LogP (AlogP) -2.12
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5,7-dihydroxy-6-methoxy-3-[4-[(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]oxyphenyl]chromen-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 - 0.5457 54.57%
Caco-2 - 0.9037 90.37%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.5961 59.61%
OATP2B1 inhibitior - 0.7094 70.94%
OATP1B1 inhibitior + 0.9026 90.26%
OATP1B3 inhibitior + 0.9786 97.86%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.5873 58.73%
P-glycoprotein inhibitior - 0.5615 56.15%
P-glycoprotein substrate - 0.7639 76.39%
CYP3A4 substrate + 0.6461 64.61%
CYP2C9 substrate - 0.8485 84.85%
CYP2D6 substrate - 0.8501 85.01%
CYP3A4 inhibition - 0.9437 94.37%
CYP2C9 inhibition - 0.9060 90.60%
CYP2C19 inhibition - 0.8926 89.26%
CYP2D6 inhibition - 0.9515 95.15%
CYP1A2 inhibition - 0.9150 91.50%
CYP2C8 inhibition + 0.6483 64.83%
CYP inhibitory promiscuity - 0.7142 71.42%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6642 66.42%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9165 91.65%
Skin irritation - 0.8320 83.20%
Skin corrosion - 0.9606 96.06%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3847 38.47%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.9324 93.24%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8078 80.78%
Acute Oral Toxicity (c) III 0.6678 66.78%
Estrogen receptor binding + 0.7873 78.73%
Androgen receptor binding + 0.5637 56.37%
Thyroid receptor binding - 0.5321 53.21%
Glucocorticoid receptor binding - 0.5197 51.97%
Aromatase binding + 0.5763 57.63%
PPAR gamma + 0.6781 67.81%
Honey bee toxicity - 0.7618 76.18%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.6698 66.98%

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 99.64% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.34% 94.00%
CHEMBL2581 P07339 Cathepsin D 96.97% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.26% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.01% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.05% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.74% 96.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.16% 86.92%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.56% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.13% 97.09%
CHEMBL1907 P15144 Aminopeptidase N 87.08% 93.31%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.61% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.97% 96.00%
CHEMBL226 P30542 Adenosine A1 receptor 84.08% 95.93%
CHEMBL4208 P20618 Proteasome component C5 84.00% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.69% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.56% 95.89%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.49% 95.83%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.23% 96.21%

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.
Iris spuria
Iris spuria subsp. carthaliniae

Cross-Links

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PubChem 11972472
LOTUS LTS0011015
wikiData Q105135127