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[(2R,3R)-5,7-dihydroxy-8-[(2R,3R,4R)-5-hydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-2-(3,4,5-trihydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,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]oxymethyl]oxan-2-yl]oxy-3,4-dihydro-2H-chromen-4-yl]-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate

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 02fa0d92-200c-4eb3-be60-faf849d18f35
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
IUPAC Name [(2R,3R)-5,7-dihydroxy-8-[(2R,3R,4R)-5-hydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-2-(3,4,5-trihydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,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]oxymethyl]oxan-2-yl]oxy-3,4-dihydro-2H-chromen-4-yl]-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
SMILES (Canonical) C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=CC(=CC(=C34)O)OC5C(C(C(C(O5)COC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)O)O)O)O)O)C8=CC(=C(C(=C8)O)O)O)OC(=O)C9=CC(=C(C(=C9)O)O)O)O)O)C1=CC(=C(C(=C1)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O
SMILES (Isomeric) C1[C@H]([C@H](OC2=C1C(=CC(=C2[C@@H]3[C@H]([C@H](OC4=CC(=CC(=C34)O)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[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)O)O)O)C8=CC(=C(C(=C8)O)O)O)OC(=O)C9=CC(=C(C(=C9)O)O)O)O)O)C1=CC(=C(C(=C1)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O
InChI InChI=1S/C62H64O37/c63-13-35-45(79)48(82)51(85)60(95-35)90-14-36-46(80)49(83)52(86)61(96-36)91-15-37-47(81)50(84)53(87)62(97-37)92-20-9-23(65)38-33(10-20)93-55(17-3-27(69)42(76)28(70)4-17)57(99-59(89)19-7-31(73)44(78)32(74)8-19)40(38)39-24(66)12-22(64)21-11-34(94-58(88)18-5-29(71)43(77)30(72)6-18)54(98-56(21)39)16-1-25(67)41(75)26(68)2-16/h1-10,12,34-37,40,45-55,57,60-87H,11,13-15H2/t34-,35-,36-,37-,40-,45-,46-,47-,48+,49+,50+,51-,52-,53-,54-,55-,57-,60-,61-,62-/m1/s1
InChI Key BAUDOFUNVCBTNP-KJQGHQNISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C62H64O37
Molecular Weight 1401.10 g/mol
Exact Mass 1400.3126430 g/mol
Topological Polar Surface Area (TPSA) 632.00 Ų
XlogP -2.10
Atomic LogP (AlogP) -2.51
H-Bond Acceptor 37
H-Bond Donor 25
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R)-5,7-dihydroxy-8-[(2R,3R,4R)-5-hydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-2-(3,4,5-trihydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,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]oxymethyl]oxan-2-yl]oxy-3,4-dihydro-2H-chromen-4-yl]-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6788 67.88%
Caco-2 - 0.8588 85.88%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.5329 53.29%
OATP2B1 inhibitior - 0.8619 86.19%
OATP1B1 inhibitior + 0.7944 79.44%
OATP1B3 inhibitior + 0.9724 97.24%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9284 92.84%
P-glycoprotein inhibitior + 0.7399 73.99%
P-glycoprotein substrate + 0.5423 54.23%
CYP3A4 substrate + 0.7031 70.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8275 82.75%
CYP3A4 inhibition - 0.9365 93.65%
CYP2C9 inhibition - 0.9171 91.71%
CYP2C19 inhibition - 0.9032 90.32%
CYP2D6 inhibition - 0.9596 95.96%
CYP1A2 inhibition - 0.9320 93.20%
CYP2C8 inhibition + 0.7743 77.43%
CYP inhibitory promiscuity - 0.8607 86.07%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6966 69.66%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.8968 89.68%
Skin irritation - 0.8466 84.66%
Skin corrosion - 0.9636 96.36%
Ames mutagenesis - 0.5791 57.91%
Human Ether-a-go-go-Related Gene inhibition + 0.8007 80.07%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.9177 91.77%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.7523 75.23%
Acute Oral Toxicity (c) IV 0.5235 52.35%
Estrogen receptor binding + 0.6755 67.55%
Androgen receptor binding + 0.7209 72.09%
Thyroid receptor binding + 0.6232 62.32%
Glucocorticoid receptor binding + 0.6886 68.86%
Aromatase binding + 0.5881 58.81%
PPAR gamma + 0.7839 78.39%
Honey bee toxicity - 0.7131 71.31%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.8498 84.98%

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 99.74% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.59% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.70% 96.09%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 94.79% 96.37%
CHEMBL1993 P26358 DNA (cytosine-5)-methyltransferase 1 94.16% 95.44%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.60% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.36% 86.33%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 90.47% 83.00%
CHEMBL2581 P07339 Cathepsin D 90.32% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.82% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.82% 94.00%
CHEMBL221 P23219 Cyclooxygenase-1 89.67% 90.17%
CHEMBL3194 P02766 Transthyretin 88.34% 90.71%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.84% 97.36%
CHEMBL4208 P20618 Proteasome component C5 87.30% 90.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.94% 94.80%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.36% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 85.91% 94.73%
CHEMBL2243 O00519 Anandamide amidohydrolase 84.73% 97.53%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 84.08% 95.17%
CHEMBL5255 O00206 Toll-like receptor 4 83.77% 92.50%
CHEMBL4302 P08183 P-glycoprotein 1 83.66% 92.98%
CHEMBL1951 P21397 Monoamine oxidase A 83.64% 91.49%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.35% 96.95%
CHEMBL3820 P35557 Hexokinase type IV 82.07% 91.96%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.61% 99.15%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.12% 99.23%

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.
Rhodiola semenovii

Cross-Links

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PubChem 15615096
LOTUS LTS0036843
wikiData Q104922447