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Woodfordin A

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 af24ab5f-4e30-4f80-8391-3f727a375ce5
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(2S,3R,4S,5R,6R)-5-hydroxy-2,4-bis[(3,4,5-trihydroxybenzoyl)oxy]-6-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-3-yl] 3,4,5-trihydroxy-2-[[(10R,11S,12R,13S,15R)-3,4,5,22,23-pentahydroxy-8,18-dioxo-11,12,13-tris[(3,4,5-trihydroxybenzoyl)oxy]-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-21-yl]oxy]benzoate
SMILES (Canonical) C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C6C7=C(C(=C(C=C7C(=O)O1)OC8=C(C(=C(C=C8C(=O)OC9C(C(C(OC9OC(=O)C1=CC(=C(C(=C1)O)O)O)COC(=O)C1=CC(=C(C(=C1)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O)O)O)O)O)O)O
SMILES (Isomeric) C1[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C6C7=C(C(=C(C=C7C(=O)O1)OC8=C(C(=C(C=C8C(=O)O[C@@H]9[C@H]([C@@H]([C@H](O[C@H]9OC(=O)C1=CC(=C(C(=C1)O)O)O)COC(=O)C1=CC(=C(C(=C1)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C75H56O48/c76-27-1-18(2-28(77)46(27)90)65(103)112-16-42-55(99)61(118-66(104)19-3-29(78)47(91)30(79)4-19)63(74(115-42)122-69(107)22-9-35(84)50(94)36(85)10-22)121-73(111)26-14-40(89)53(97)58(102)59(26)114-41-15-25-45(57(101)54(41)98)44-24(13-39(88)52(96)56(44)100)72(110)117-60-43(17-113-71(25)109)116-75(123-70(108)23-11-37(86)51(95)38(87)12-23)64(120-68(106)21-7-33(82)49(93)34(83)8-21)62(60)119-67(105)20-5-31(80)48(92)32(81)6-20/h1-15,42-43,55,60-64,74-102H,16-17H2/t42-,43-,55-,60-,61+,62+,63-,64-,74+,75+/m1/s1
InChI Key HUDRVRFMJDNTKX-GBDOURBHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C75H56O48
Molecular Weight 1725.20 g/mol
Exact Mass 1724.1941035 g/mol
Topological Polar Surface Area (TPSA) 811.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 2.77
H-Bond Acceptor 48
H-Bond Donor 27
Rotatable Bonds 17

Synonyms

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127243-65-6
[(2S,3R,4S,5R,6R)-5-hydroxy-2,4-bis[(3,4,5-trihydroxybenzoyl)oxy]-6-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-3-yl] 3,4,5-trihydroxy-2-[[(10R,11S,12R,13S,15R)-3,4,5,22,23-pentahydroxy-8,18-dioxo-11,12,13-tris[(3,4,5-trihydroxybenzoyl)oxy]-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-21-yl]oxy]benzoate
beta-D-Glucopyranose, cyclic 4-2':6-2-((1S)-4-(6-carboxy-2,3,4-trihydroxyphenoxy)-4',5,5',6,6'-pentahydroxy(1,1'-biphenyl)-2,2'-dicarboxylate) 1,2,3-tris(3,4,5-trihydroxybenzoate), 2-ester with beta-D-glucopyranose 1,3,6-tris(3,4,5-trihydroxybenzoate)
DTXSID60155484
.beta.-D-Glucopyranose, cyclic 4.fwdarw.2':6.fwdarw.2-[(1S)-4-(6-carboxy-2,3,4-trihydroxyphenoxy)-4',5,5',6,6'-pentahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate] 1,2,3-tris(3,4,5-trihydroxybenzoate), 2-ester with .beta.-D-glucopyranose 1,3,6-tris(3,4,5-trihydroxybenzoate)
[(2S,3R,4S,5R,6R)-5-hydroxy-2,4-bis[(3,4,5-trihydroxybenzoyl)oxy]-6-[(3,4,5-trihydroxybenzoyl)oxymethyl]tetrahydropyran-3-yl] 3,4,5-trihydroxy-2-[pentahydroxy-dioxo-tris[(3,4,5-trihydroxybenzoyl)oxy][?]yl]oxy-benzoate

2D Structure

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2D Structure of Woodfordin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5328 53.28%
Caco-2 - 0.8558 85.58%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5633 56.33%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3334 33.34%
OATP1B3 inhibitior + 0.9060 90.60%
MATE1 inhibitior - 0.5200 52.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9211 92.11%
P-glycoprotein inhibitior + 0.7424 74.24%
P-glycoprotein substrate + 0.5509 55.09%
CYP3A4 substrate + 0.6860 68.60%
CYP2C9 substrate - 0.8027 80.27%
CYP2D6 substrate - 0.8430 84.30%
CYP3A4 inhibition - 0.9270 92.70%
CYP2C9 inhibition - 0.9070 90.70%
CYP2C19 inhibition - 0.8115 81.15%
CYP2D6 inhibition - 0.9577 95.77%
CYP1A2 inhibition - 0.8990 89.90%
CYP2C8 inhibition + 0.7908 79.08%
CYP inhibitory promiscuity - 0.9058 90.58%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6709 67.09%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.8957 89.57%
Skin irritation - 0.8365 83.65%
Skin corrosion - 0.9617 96.17%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7322 73.22%
Micronuclear + 0.6833 68.33%
Hepatotoxicity - 0.8218 82.18%
skin sensitisation - 0.8513 85.13%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.9150 91.50%
Acute Oral Toxicity (c) III 0.4762 47.62%
Estrogen receptor binding + 0.6971 69.71%
Androgen receptor binding + 0.7182 71.82%
Thyroid receptor binding + 0.6385 63.85%
Glucocorticoid receptor binding + 0.6531 65.31%
Aromatase binding + 0.6468 64.68%
PPAR gamma + 0.7378 73.78%
Honey bee toxicity - 0.7582 75.82%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.8850 88.50%

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
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 99.11% 95.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.91% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.98% 91.49%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 97.51% 83.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.93% 94.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 91.72% 97.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.75% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.73% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.68% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.19% 99.17%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 88.48% 89.34%
CHEMBL220 P22303 Acetylcholinesterase 88.47% 94.45%
CHEMBL2581 P07339 Cathepsin D 87.86% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.47% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.33% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.89% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.83% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 86.81% 94.73%
CHEMBL2535 P11166 Glucose transporter 86.65% 98.75%
CHEMBL3194 P02766 Transthyretin 86.41% 90.71%
CHEMBL5255 O00206 Toll-like receptor 4 86.20% 92.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.17% 95.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.02% 96.21%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 85.01% 95.64%
CHEMBL4208 P20618 Proteasome component C5 84.90% 90.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 84.61% 94.42%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.44% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.35% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.19% 92.62%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.50% 94.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.20% 96.95%

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.
Calamagrostis epigejos
Clematis tangutica
Neolitsea zeylanica
Woodfordia fruticosa

Cross-Links

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PubChem 16130308
NPASS NPC147512
LOTUS LTS0240905
wikiData Q83023401