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(1R,16R)-8,16-bis(4-hydroxyphenyl)-11-[(1R,16R)-4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,8,10,12,14(17)-heptaen-11-yl]-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,8,10,12,14(17)-heptaene-4,6,12-triol

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 d4da0682-d44a-4113-9b9b-31aac158d641
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (1R,16R)-8,16-bis(4-hydroxyphenyl)-11-[(1R,16R)-4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,8,10,12,14(17)-heptaen-11-yl]-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,8,10,12,14(17)-heptaene-4,6,12-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C56H38O12/c57-29-9-1-25(2-10-29)35-21-39-49(43(65)23-45-51(39)53(37-17-33(61)19-41(63)47(35)37)55(67-45)27-5-13-31(59)14-6-27)50-40-22-36(26-3-11-30(58)12-4-26)48-38(18-34(62)20-42(48)64)54-52(40)46(24-44(50)66)68-56(54)28-7-15-32(60)16-8-28/h1-24,53-66H/t53-,54-,55+,56+/m1/s1
InChI Key SANBFURBONHFCE-GRGRLRQMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C56H38O12
Molecular Weight 902.90 g/mol
Exact Mass 902.23632664 g/mol
Topological Polar Surface Area (TPSA) 221.00 Ų
XlogP 9.30
Atomic LogP (AlogP) 10.75
H-Bond Acceptor 12
H-Bond Donor 10
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,16R)-8,16-bis(4-hydroxyphenyl)-11-[(1R,16R)-4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,8,10,12,14(17)-heptaen-11-yl]-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,8,10,12,14(17)-heptaene-4,6,12-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9904 99.04%
Caco-2 - 0.8848 88.48%
Blood Brain Barrier - 0.6379 63.79%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.5709 57.09%
OATP2B1 inhibitior - 0.5628 56.28%
OATP1B1 inhibitior + 0.7205 72.05%
OATP1B3 inhibitior + 0.8602 86.02%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8444 84.44%
P-glycoprotein inhibitior + 0.7521 75.21%
P-glycoprotein substrate - 0.8187 81.87%
CYP3A4 substrate + 0.5762 57.62%
CYP2C9 substrate - 0.5969 59.69%
CYP2D6 substrate + 0.3944 39.44%
CYP3A4 inhibition + 0.7244 72.44%
CYP2C9 inhibition + 0.8913 89.13%
CYP2C19 inhibition + 0.8361 83.61%
CYP2D6 inhibition - 0.8491 84.91%
CYP1A2 inhibition + 0.8644 86.44%
CYP2C8 inhibition + 0.9101 91.01%
CYP inhibitory promiscuity + 0.9801 98.01%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Danger 0.4419 44.19%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.8077 80.77%
Skin irritation - 0.5865 58.65%
Skin corrosion - 0.9277 92.77%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8577 85.77%
Micronuclear + 0.8600 86.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.6893 68.93%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.4933 49.33%
Acute Oral Toxicity (c) II 0.3752 37.52%
Estrogen receptor binding + 0.7737 77.37%
Androgen receptor binding + 0.8075 80.75%
Thyroid receptor binding + 0.6528 65.28%
Glucocorticoid receptor binding + 0.6102 61.02%
Aromatase binding - 0.4941 49.41%
PPAR gamma + 0.7282 72.82%
Honey bee toxicity - 0.7517 75.17%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.9884 98.84%

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 98.71% 91.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 96.11% 99.15%
CHEMBL242 Q92731 Estrogen receptor beta 95.56% 98.35%
CHEMBL2581 P07339 Cathepsin D 93.20% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.69% 89.00%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 90.25% 91.79%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 88.59% 95.78%
CHEMBL1951 P21397 Monoamine oxidase A 85.72% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.66% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.64% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.19% 97.09%
CHEMBL3194 P02766 Transthyretin 84.89% 90.71%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 83.99% 95.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.93% 86.33%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 82.89% 93.40%
CHEMBL206 P03372 Estrogen receptor alpha 82.76% 97.64%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.17% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.03% 92.94%
CHEMBL1929 P47989 Xanthine dehydrogenase 80.80% 96.12%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 80.63% 97.23%

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.
Upuna borneensis

Cross-Links

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PubChem 163105921
LOTUS LTS0027402
wikiData Q105248974