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(1R,8R,9S,16R)-16-[(2R,3S)-3-[(2R,3R)-3-(3,5-dihydroxyphenyl)-5-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 5ef05129-29f1-49f6-adfc-7ea77562216a
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (1R,8R,9S,16R)-16-[(2R,3S)-3-[(2R,3R)-3-(3,5-dihydroxyphenyl)-5-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)45-47-38(21-35(62)23-41(47)65)50-48-39(53(45)66)22-36(63)24-44(48)69-56(50)28-7-15-42-37(19-28)49(55(67-42)27-5-12-32(59)13-6-27)51-40(64)14-16-43-52(51)46(29-17-33(60)20-34(61)18-29)54(68-43)26-3-10-31(58)11-4-26/h1-24,45-46,49-50,53-66H/t45-,46-,49+,50-,53-,54+,55+,56+/m1/s1
InChI Key WVIWXVGXPNKVDK-NDBGRZHESA-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 (1R,8R,9S,16R)-16-[(2R,3S)-3-[(2R,3R)-3-(3,5-dihydroxyphenyl)-5-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 - 0.8800 88.00%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6549 65.49%
OATP2B1 inhibitior - 0.5663 56.63%
OATP1B1 inhibitior + 0.7655 76.55%
OATP1B3 inhibitior - 0.2844 28.44%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7461 74.61%
P-glycoprotein inhibitior + 0.7155 71.55%
P-glycoprotein substrate - 0.7372 73.72%
CYP3A4 substrate + 0.5980 59.80%
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 + 0.7411 74.11%
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 - 0.8617 86.17%
Skin irritation + 0.5182 51.82%
Skin corrosion - 0.9311 93.11%
Ames mutagenesis + 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8145 81.45%
Micronuclear + 0.8400 84.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.7943 79.43%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.5222 52.22%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.5133 51.33%
Acute Oral Toxicity (c) III 0.4055 40.55%
Estrogen receptor binding + 0.7572 75.72%
Androgen receptor binding + 0.7793 77.93%
Thyroid receptor binding + 0.6164 61.64%
Glucocorticoid receptor binding + 0.5744 57.44%
Aromatase binding - 0.4934 49.34%
PPAR gamma + 0.7205 72.05%
Honey bee toxicity - 0.7532 75.32%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.30% 91.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.55% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.99% 89.00%
CHEMBL4040 P28482 MAP kinase ERK2 89.39% 83.82%
CHEMBL2581 P07339 Cathepsin D 88.89% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 88.25% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.03% 96.09%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 86.99% 93.10%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 85.02% 93.40%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.44% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.13% 99.23%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.09% 97.33%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 80.31% 89.44%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.28% 85.00%
CHEMBL3401 O75469 Pregnane X receptor 80.14% 94.73%

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 163106484
LOTUS LTS0255179
wikiData Q105313549