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(1S,8S,9R,16S)-16-[(2S,3S)-3-[(2S,3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-5-yl]-8-(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,9,12-tetrol

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 2e0a1ba2-b86b-4ceb-ba5c-54bc574c1f2f
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (1S,8S,9R,16S)-16-[(2S,3S)-3-[(2S,3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-5-yl]-8-(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,9,12-tetrol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C56H42O13/c57-30-8-1-25(2-9-30)46-49-40(19-35(62)22-42(49)65)52-51-41(53(46)66)21-37(64)24-45(51)69-56(52)28-7-14-43-38(17-28)48(55(67-43)27-5-12-32(59)13-6-27)39-20-36(63)23-44-50(39)47(29-15-33(60)18-34(61)16-29)54(68-44)26-3-10-31(58)11-4-26/h1-24,46-48,52-66H/t46-,47-,48+,52-,53-,54+,55+,56+/m0/s1
InChI Key ZBIMPJVCGBNHTP-SLPFQUOPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C56H42O13
Molecular Weight 922.90 g/mol
Exact Mass 922.26254139 g/mol
Topological Polar Surface Area (TPSA) 230.00 Ų
XlogP 8.30
Atomic LogP (AlogP) 10.01
H-Bond Acceptor 13
H-Bond Donor 10
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,8S,9R,16S)-16-[(2S,3S)-3-[(2S,3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-5-yl]-8-(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,9,12-tetrol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9795 97.95%
Caco-2 - 0.8811 88.11%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6549 65.49%
OATP2B1 inhibitior - 0.5664 56.64%
OATP1B1 inhibitior + 0.7368 73.68%
OATP1B3 inhibitior - 0.2844 28.44%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6639 66.39%
P-glycoprotein inhibitior + 0.7211 72.11%
P-glycoprotein substrate - 0.7993 79.93%
CYP3A4 substrate + 0.5747 57.47%
CYP2C9 substrate + 0.6031 60.31%
CYP2D6 substrate + 0.5000 50.00%
CYP3A4 inhibition + 0.6046 60.46%
CYP2C9 inhibition + 0.8654 86.54%
CYP2C19 inhibition + 0.8323 83.23%
CYP2D6 inhibition - 0.8061 80.61%
CYP1A2 inhibition + 0.8273 82.73%
CYP2C8 inhibition + 0.7163 71.63%
CYP inhibitory promiscuity + 0.9045 90.45%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.4530 45.30%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.8608 86.08%
Skin irritation + 0.5182 51.82%
Skin corrosion - 0.9311 93.11%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8271 82.71%
Micronuclear + 0.8400 84.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.7943 79.43%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.5222 52.22%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.5993 59.93%
Acute Oral Toxicity (c) III 0.4055 40.55%
Estrogen receptor binding + 0.7541 75.41%
Androgen receptor binding + 0.7784 77.84%
Thyroid receptor binding + 0.6277 62.77%
Glucocorticoid receptor binding + 0.5856 58.56%
Aromatase binding - 0.4912 49.12%
PPAR gamma + 0.7193 71.93%
Honey bee toxicity - 0.7646 76.46%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9554 95.54%

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
CHEMBL4040 P28482 MAP kinase ERK2 98.60% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.77% 91.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.99% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.38% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.60% 93.40%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.91% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 88.68% 91.49%
CHEMBL2581 P07339 Cathepsin D 88.49% 98.95%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 83.58% 93.10%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.28% 89.44%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.03% 95.56%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.97% 97.33%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 82.64% 90.93%
CHEMBL3194 P02766 Transthyretin 80.53% 90.71%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.41% 85.00%

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.
Upuna borneensis

Cross-Links

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PubChem 163195608
LOTUS LTS0243634
wikiData Q105370624