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6a-(2,4-Dihydroxyphenyl)-9-[2-(2,4-dihydroxyphenyl)ethenyl]-2,11-dihydroxy-13-methyl-5,13-methano-5H,6aH,13H-oxireno[2,3][1]benzopyrano[4,3-d][1]benzoxocin-12(11bH)-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 8f2bf39a-5686-4850-b205-06a3e8d877f4
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 3-prenylated flavans
IUPAC Name 4-(2,4-dihydroxyphenyl)-8-[2-(2,4-dihydroxyphenyl)ethenyl]-10,18-dihydroxy-14-methyl-3,5,15-trioxahexacyclo[12.7.1.02,4.02,12.06,11.016,21]docosa-6,8,10,16(21),17,19-hexaen-13-one
SMILES (Canonical) CC12CC(C3=C(O1)C=C(C=C3)O)C45C(C2=O)C6=C(C=C(C=C6OC4(O5)C7=C(C=C(C=C7)O)O)C=CC8=C(C=C(C=C8)O)O)O
SMILES (Isomeric) CC12CC(C3=C(O1)C=C(C=C3)O)C45C(C2=O)C6=C(C=C(C=C6OC4(O5)C7=C(C=C(C=C7)O)O)C=CC8=C(C=C(C=C8)O)O)O
InChI InChI=1S/C34H26O10/c1-32-15-23(21-8-6-20(37)14-27(21)42-32)33-30(31(32)41)29-26(40)10-16(2-3-17-4-5-18(35)12-24(17)38)11-28(29)43-34(33,44-33)22-9-7-19(36)13-25(22)39/h2-14,23,30,35-40H,15H2,1H3
InChI Key HEAKAXOVOXEHND-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H26O10
Molecular Weight 594.60 g/mol
Exact Mass 594.15259702 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 5.10
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 3

Synonyms

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104931-21-7
6a-(2,4-Dihydroxyphenyl)-9-[2-(2,4-dihydroxyphenyl)ethenyl]-2,11-dihydroxy-13-methyl-5,13-methano-5H,6aH,13H-oxireno[2,3][1]benzopyrano[4,3-d][1]benzoxocin-12(11bH)-one

2D Structure

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2D Structure of 6a-(2,4-Dihydroxyphenyl)-9-[2-(2,4-dihydroxyphenyl)ethenyl]-2,11-dihydroxy-13-methyl-5,13-methano-5H,6aH,13H-oxireno[2,3][1]benzopyrano[4,3-d][1]benzoxocin-12(11bH)-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9518 95.18%
Caco-2 - 0.8578 85.78%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.5883 58.83%
OATP2B1 inhibitior - 0.8517 85.17%
OATP1B1 inhibitior + 0.8204 82.04%
OATP1B3 inhibitior + 0.9156 91.56%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9828 98.28%
P-glycoprotein inhibitior + 0.7996 79.96%
P-glycoprotein substrate + 0.5811 58.11%
CYP3A4 substrate + 0.7020 70.20%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.7936 79.36%
CYP3A4 inhibition + 0.5177 51.77%
CYP2C9 inhibition - 0.7441 74.41%
CYP2C19 inhibition - 0.7062 70.62%
CYP2D6 inhibition - 0.9007 90.07%
CYP1A2 inhibition - 0.9002 90.02%
CYP2C8 inhibition + 0.7425 74.25%
CYP inhibitory promiscuity - 0.7457 74.57%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4719 47.19%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.8663 86.63%
Skin irritation - 0.6655 66.55%
Skin corrosion - 0.9053 90.53%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7865 78.65%
Micronuclear + 0.7300 73.00%
Hepatotoxicity - 0.6422 64.22%
skin sensitisation - 0.7607 76.07%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.4096 40.96%
Estrogen receptor binding + 0.8494 84.94%
Androgen receptor binding + 0.8160 81.60%
Thyroid receptor binding + 0.6470 64.70%
Glucocorticoid receptor binding + 0.8178 81.78%
Aromatase binding + 0.5531 55.31%
PPAR gamma + 0.7733 77.33%
Honey bee toxicity - 0.7916 79.16%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9723 97.23%

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 99.79% 91.11%
CHEMBL284 P27487 Dipeptidyl peptidase IV 96.94% 95.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.83% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.24% 95.56%
CHEMBL2581 P07339 Cathepsin D 96.22% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 95.83% 96.38%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 94.91% 93.40%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.92% 86.33%
CHEMBL240 Q12809 HERG 92.11% 89.76%
CHEMBL3192 Q9BY41 Histone deacetylase 8 91.91% 93.99%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.46% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.72% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.94% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 89.77% 94.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.14% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.94% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.87% 97.09%
CHEMBL4208 P20618 Proteasome component C5 86.97% 90.00%
CHEMBL3194 P02766 Transthyretin 86.40% 90.71%
CHEMBL230 P35354 Cyclooxygenase-2 86.23% 89.63%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 86.17% 85.11%
CHEMBL3038469 P24941 CDK2/Cyclin A 85.56% 91.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.41% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.78% 99.15%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.68% 97.33%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.48% 100.00%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 80.00% 96.09%

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.
Morus alba

Cross-Links

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PubChem 73657251
LOTUS LTS0163381
wikiData Q105026699