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(2S,2'R)-2'beta,8'alpha-Bis(4-hydroxyphenyl)-4,5',6-trihydroxy-8'-methoxy-3',4'-dihydrospiro[benzofuran-2(3H),9'(8'H)-[2H]furo[2,3-h][1]benzopyran]-3-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 47737c3c-f029-42c9-beb0-5a090922f28e
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (2S,2'R,8'R)-4,5',6-trihydroxy-2',8'-bis(4-hydroxyphenyl)-8'-methoxyspiro[1-benzofuran-2,9'-3,4-dihydro-2H-furo[2,3-h]chromene]-3-one
SMILES (Canonical) COC1(C2(C3=C(O1)C=C(C4=C3OC(CC4)C5=CC=C(C=C5)O)O)C(=O)C6=C(C=C(C=C6O2)O)O)C7=CC=C(C=C7)O
SMILES (Isomeric) CO[C@]1([C@]2(C3=C(O1)C=C(C4=C3O[C@H](CC4)C5=CC=C(C=C5)O)O)C(=O)C6=C(C=C(C=C6O2)O)O)C7=CC=C(C=C7)O
InChI InChI=1S/C31H24O10/c1-38-31(16-4-8-18(33)9-5-16)30(29(37)26-22(36)12-19(34)13-24(26)40-30)27-25(41-31)14-21(35)20-10-11-23(39-28(20)27)15-2-6-17(32)7-3-15/h2-9,12-14,23,32-36H,10-11H2,1H3/t23-,30+,31-/m1/s1
InChI Key HQHVQBHXVMYSEV-YYSPBGNDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H24O10
Molecular Weight 556.50 g/mol
Exact Mass 556.13694696 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 4.70
Atomic LogP (AlogP) 4.64
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,2'R)-2'beta,8'alpha-Bis(4-hydroxyphenyl)-4,5',6-trihydroxy-8'-methoxy-3',4'-dihydrospiro[benzofuran-2(3H),9'(8'H)-[2H]furo[2,3-h][1]benzopyran]-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9067 90.67%
Caco-2 - 0.8091 80.91%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8424 84.24%
OATP2B1 inhibitior - 0.7224 72.24%
OATP1B1 inhibitior + 0.8608 86.08%
OATP1B3 inhibitior + 0.9044 90.44%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7821 78.21%
BSEP inhibitior + 0.9030 90.30%
P-glycoprotein inhibitior + 0.7791 77.91%
P-glycoprotein substrate - 0.5873 58.73%
CYP3A4 substrate + 0.6848 68.48%
CYP2C9 substrate - 0.8024 80.24%
CYP2D6 substrate - 0.7828 78.28%
CYP3A4 inhibition - 0.5207 52.07%
CYP2C9 inhibition + 0.5507 55.07%
CYP2C19 inhibition + 0.5593 55.93%
CYP2D6 inhibition - 0.7003 70.03%
CYP1A2 inhibition - 0.7309 73.09%
CYP2C8 inhibition + 0.8364 83.64%
CYP inhibitory promiscuity - 0.6036 60.36%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Danger 0.4310 43.10%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.8614 86.14%
Skin irritation - 0.7682 76.82%
Skin corrosion - 0.9224 92.24%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7763 77.63%
Micronuclear + 0.5659 56.59%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8846 88.46%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.5214 52.14%
Acute Oral Toxicity (c) III 0.3982 39.82%
Estrogen receptor binding + 0.8523 85.23%
Androgen receptor binding + 0.7968 79.68%
Thyroid receptor binding + 0.5866 58.66%
Glucocorticoid receptor binding + 0.8100 81.00%
Aromatase binding + 0.6297 62.97%
PPAR gamma + 0.6888 68.88%
Honey bee toxicity - 0.7698 76.98%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.6750 67.50%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.94% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.48% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.10% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.64% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.08% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.98% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 92.77% 91.49%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.66% 99.23%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 90.78% 93.40%
CHEMBL1929 P47989 Xanthine dehydrogenase 90.26% 96.12%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.89% 89.00%
CHEMBL3231 Q13464 Rho-associated protein kinase 1 88.97% 95.55%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.77% 93.99%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.21% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.83% 94.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 87.27% 95.78%
CHEMBL2535 P11166 Glucose transporter 87.13% 98.75%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 85.28% 85.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.12% 92.94%
CHEMBL4040 P28482 MAP kinase ERK2 83.41% 83.82%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.31% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.96% 99.15%
CHEMBL4208 P20618 Proteasome component C5 82.19% 90.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.93% 91.19%
CHEMBL3194 P02766 Transthyretin 81.47% 90.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.23% 92.62%
CHEMBL2803 P43403 Tyrosine-protein kinase ZAP-70 80.98% 82.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.27% 100.00%

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.
Daphne feddei
Solanum aculeatissimum

Cross-Links

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PubChem 25155521
NPASS NPC4044
LOTUS LTS0149277
wikiData Q105032253