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(1R,8R,9R,16R)-4,6-dihydroxy-8,16-bis(4-hydroxyphenyl)-9-[(1R,8R,9R,16R)-4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaen-9-yl]-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),13-pentaene-11,12-dione

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 3913f56b-2b80-4c89-9a94-e0e8cc95c014
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (1R,8R,9R,16R)-4,6-dihydroxy-8,16-bis(4-hydroxyphenyl)-9-[(1R,8R,9R,16R)-4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaen-9-yl]-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),13-pentaene-11,12-dione
SMILES (Canonical) C1=CC(=CC=C1C2C(C3=C4C(C(OC4=CC(=C3)O)C5=CC=C(C=C5)O)C6=C2C(=CC(=C6)O)O)C7C(C8=C(C=C(C=C8O)O)C9C(OC1=CC(=O)C(=O)C7=C91)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O)O
SMILES (Isomeric) C1=CC(=CC=C1[C@H]2[C@H](C3=C4[C@H]([C@@H](OC4=CC(=C3)O)C5=CC=C(C=C5)O)C6=C2C(=CC(=C6)O)O)[C@@H]7[C@@H](C8=C(C=C(C=C8O)O)[C@H]9[C@@H](OC1=CC(=O)C(=O)C7=C91)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O)O
InChI InChI=1S/C56H40O13/c57-28-9-1-24(2-10-28)43-45-35(17-32(61)20-38(45)64)49-47-37(19-34(63)22-41(47)68-55(49)26-5-13-30(59)14-6-26)48(43)52-44(25-3-11-29(58)12-4-25)46-36(18-33(62)21-39(46)65)50-51-42(23-40(66)54(67)53(51)52)69-56(50)27-7-15-31(60)16-8-27/h1-23,43-44,48-50,52,55-65H/t43-,44-,48+,49-,50-,52+,55+,56+/m1/s1
InChI Key DQRZXILSJKXVQV-PFXZJMFCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C56H40O13
Molecular Weight 920.90 g/mol
Exact Mass 920.24689133 g/mol
Topological Polar Surface Area (TPSA) 235.00 Ų
XlogP 7.20
Atomic LogP (AlogP) 9.18
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,8R,9R,16R)-4,6-dihydroxy-8,16-bis(4-hydroxyphenyl)-9-[(1R,8R,9R,16R)-4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaen-9-yl]-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),13-pentaene-11,12-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9886 98.86%
Caco-2 - 0.9029 90.29%
Blood Brain Barrier - 0.6879 68.79%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6756 67.56%
OATP2B1 inhibitior + 0.5788 57.88%
OATP1B1 inhibitior + 0.8135 81.35%
OATP1B3 inhibitior + 0.8868 88.68%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8866 88.66%
P-glycoprotein inhibitior + 0.7032 70.32%
P-glycoprotein substrate - 0.7126 71.26%
CYP3A4 substrate + 0.6188 61.88%
CYP2C9 substrate - 0.8069 80.69%
CYP2D6 substrate - 0.8284 82.84%
CYP3A4 inhibition + 0.5331 53.31%
CYP2C9 inhibition + 0.8687 86.87%
CYP2C19 inhibition + 0.5729 57.29%
CYP2D6 inhibition - 0.8715 87.15%
CYP1A2 inhibition + 0.6827 68.27%
CYP2C8 inhibition + 0.6436 64.36%
CYP inhibitory promiscuity + 0.8944 89.44%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9543 95.43%
Carcinogenicity (trinary) Non-required 0.4200 42.00%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.8392 83.92%
Skin irritation - 0.5870 58.70%
Skin corrosion - 0.9216 92.16%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7332 73.32%
Micronuclear + 0.9100 91.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.7124 71.24%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.8357 83.57%
Acute Oral Toxicity (c) II 0.3696 36.96%
Estrogen receptor binding + 0.8155 81.55%
Androgen receptor binding + 0.8007 80.07%
Thyroid receptor binding + 0.5923 59.23%
Glucocorticoid receptor binding - 0.4679 46.79%
Aromatase binding - 0.6590 65.90%
PPAR gamma + 0.7061 70.61%
Honey bee toxicity - 0.7588 75.88%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9926 99.26%

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 98.74% 91.11%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 95.64% 93.40%
CHEMBL2581 P07339 Cathepsin D 93.64% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.24% 99.15%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.75% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.84% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.29% 89.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.16% 97.33%
CHEMBL3401 O75469 Pregnane X receptor 82.94% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.46% 85.14%
CHEMBL4530 P00488 Coagulation factor XIII 80.32% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.05% 94.45%

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.
Carex unciniiformis

Cross-Links

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PubChem 163040721
LOTUS LTS0121934
wikiData Q104987114