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4,5',6-Trihydroxy-2',8'-bis(4-hydroxyphenyl)spiro[1-benzofuran-2,9'-2,3,4,8-tetrahydrofuro[2,3-h]chromene]-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 9900874e-9c34-415d-84ce-4cc82c825bde
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name 4,5',6-trihydroxy-2',8'-bis(4-hydroxyphenyl)spiro[1-benzofuran-2,9'-2,3,4,8-tetrahydrofuro[2,3-h]chromene]-3-one
SMILES (Canonical) C1CC2=C(C3=C(C=C2O)OC(C34C(=O)C5=C(C=C(C=C5O4)O)O)C6=CC=C(C=C6)O)OC1C7=CC=C(C=C7)O
SMILES (Isomeric) C1CC2=C(C3=C(C=C2O)OC(C34C(=O)C5=C(C=C(C=C5O4)O)O)C6=CC=C(C=C6)O)OC1C7=CC=C(C=C7)O
InChI InChI=1S/C30H22O9/c31-16-5-1-14(2-6-16)22-10-9-19-20(34)13-24-26(27(19)37-22)30(29(38-24)15-3-7-17(32)8-4-15)28(36)25-21(35)11-18(33)12-23(25)39-30/h1-8,11-13,22,29,31-35H,9-10H2
InChI Key ISQNBCHHDNWNEQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H22O9
Molecular Weight 526.50 g/mol
Exact Mass 526.12638228 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 4.90
Atomic LogP (AlogP) 4.89
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4,5',6-Trihydroxy-2',8'-bis(4-hydroxyphenyl)spiro[1-benzofuran-2,9'-2,3,4,8-tetrahydrofuro[2,3-h]chromene]-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 + 0.9378 93.78%
Caco-2 - 0.8724 87.24%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8390 83.90%
OATP2B1 inhibitior - 0.5766 57.66%
OATP1B1 inhibitior + 0.8372 83.72%
OATP1B3 inhibitior + 0.8954 89.54%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8108 81.08%
BSEP inhibitior + 0.7569 75.69%
P-glycoprotein inhibitior + 0.7704 77.04%
P-glycoprotein substrate - 0.7354 73.54%
CYP3A4 substrate + 0.6412 64.12%
CYP2C9 substrate - 0.8032 80.32%
CYP2D6 substrate - 0.7380 73.80%
CYP3A4 inhibition + 0.5522 55.22%
CYP2C9 inhibition + 0.6115 61.15%
CYP2C19 inhibition - 0.5201 52.01%
CYP2D6 inhibition - 0.8001 80.01%
CYP1A2 inhibition - 0.5802 58.02%
CYP2C8 inhibition + 0.7253 72.53%
CYP inhibitory promiscuity - 0.6437 64.37%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4396 43.96%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.7754 77.54%
Skin irritation - 0.6984 69.84%
Skin corrosion - 0.9259 92.59%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7416 74.16%
Micronuclear + 0.5459 54.59%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8194 81.94%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.5961 59.61%
Acute Oral Toxicity (c) III 0.4473 44.73%
Estrogen receptor binding + 0.7937 79.37%
Androgen receptor binding + 0.7810 78.10%
Thyroid receptor binding + 0.5863 58.63%
Glucocorticoid receptor binding + 0.7768 77.68%
Aromatase binding + 0.5749 57.49%
PPAR gamma + 0.7355 73.55%
Honey bee toxicity - 0.7908 79.08%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity - 0.3635 36.35%

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 99.46% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.02% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.51% 97.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 96.31% 93.40%
CHEMBL1929 P47989 Xanthine dehydrogenase 93.40% 96.12%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.64% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.40% 99.23%
CHEMBL1951 P21397 Monoamine oxidase A 92.40% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.02% 95.56%
CHEMBL2581 P07339 Cathepsin D 90.32% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.27% 96.09%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 89.48% 85.11%
CHEMBL3194 P02766 Transthyretin 87.06% 90.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.48% 99.15%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.47% 95.89%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.92% 93.99%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 83.90% 85.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.51% 95.78%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.43% 97.33%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.04% 89.67%
CHEMBL2803 P43403 Tyrosine-protein kinase ZAP-70 81.64% 82.50%
CHEMBL2073 P07947 Tyrosine-protein kinase YES 81.55% 83.14%
CHEMBL2535 P11166 Glucose transporter 81.03% 98.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.72% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.71% 92.94%
CHEMBL4530 P00488 Coagulation factor XIII 80.56% 96.00%
CHEMBL3231 Q13464 Rho-associated protein kinase 1 80.49% 95.55%

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

Cross-Links

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PubChem 13915095
LOTUS LTS0109501
wikiData Q105119725