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(1R,4R,5R,11R,12R,15R,16R,22R)-4,15-bis(3,5-dihydroxyphenyl)-16-[(2R,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]-5,11,22-tris(4-hydroxyphenyl)-6,17-dioxahexacyclo[10.9.1.02,10.03,7.013,21.014,18]docosa-2(10),3(7),8,13(21),14(18),19-hexaene-9,20-diol

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 f0af0993-0ca1-4af0-9891-3af85e702e19
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (1R,4R,5R,11R,12R,15R,16R,22R)-4,15-bis(3,5-dihydroxyphenyl)-16-[(2R,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]-5,11,22-tris(4-hydroxyphenyl)-6,17-dioxahexacyclo[10.9.1.02,10.03,7.013,21.014,18]docosa-2(10),3(7),8,13(21),14(18),19-hexaene-9,20-diol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C84H62O18/c85-46-12-1-37(2-13-46)66-73-60(97)35-64-75(69(44-25-53(92)31-54(93)26-44)82(101-64)40-7-18-49(88)19-8-40)79(73)78-67(38-3-14-47(86)15-4-38)77(66)80-74(78)61(98)36-65-76(80)70(45-27-55(94)32-56(95)28-45)84(102-65)42-11-22-62-58(29-42)71(83(99-62)41-9-20-50(89)21-10-41)59-33-57(96)34-63-72(59)68(43-23-51(90)30-52(91)24-43)81(100-63)39-5-16-48(87)17-6-39/h1-36,66-71,77-78,81-98H/t66-,67-,68+,69-,70-,71-,77+,78+,81-,82+,83+,84+/m1/s1
InChI Key UWVJBUUPORTNLH-KHTVLJKZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C84H62O18
Molecular Weight 1359.40 g/mol
Exact Mass 1358.39361512 g/mol
Topological Polar Surface Area (TPSA) 320.00 Ų
XlogP 13.70
Atomic LogP (AlogP) 15.79
H-Bond Acceptor 18
H-Bond Donor 14
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,4R,5R,11R,12R,15R,16R,22R)-4,15-bis(3,5-dihydroxyphenyl)-16-[(2R,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]-5,11,22-tris(4-hydroxyphenyl)-6,17-dioxahexacyclo[10.9.1.02,10.03,7.013,21.014,18]docosa-2(10),3(7),8,13(21),14(18),19-hexaene-9,20-diol

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 - 0.8643 86.43%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6549 65.49%
OATP2B1 inhibitior - 0.5689 56.89%
OATP1B1 inhibitior + 0.7540 75.40%
OATP1B3 inhibitior - 0.2844 28.44%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8684 86.84%
P-glycoprotein inhibitior + 0.7300 73.00%
P-glycoprotein substrate - 0.7258 72.58%
CYP3A4 substrate + 0.6029 60.29%
CYP2C9 substrate - 0.7778 77.78%
CYP2D6 substrate + 0.4927 49.27%
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 + 0.7443 74.43%
CYP inhibitory promiscuity + 0.9045 90.45%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.4530 45.30%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.8890 88.90%
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 + 0.8074 80.74%
Micronuclear + 0.8400 84.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.7943 79.43%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.5222 52.22%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.6257 62.57%
Acute Oral Toxicity (c) III 0.4055 40.55%
Estrogen receptor binding + 0.7343 73.43%
Androgen receptor binding + 0.7872 78.72%
Thyroid receptor binding + 0.6058 60.58%
Glucocorticoid receptor binding + 0.5868 58.68%
Aromatase binding + 0.5790 57.90%
PPAR gamma + 0.7253 72.53%
Honey bee toxicity - 0.7380 73.80%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5000 50.00%
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 97.76% 91.11%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 91.87% 93.40%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.34% 99.15%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 90.76% 93.10%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.07% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.59% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.50% 95.56%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 86.60% 90.93%
CHEMBL2581 P07339 Cathepsin D 85.96% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 85.51% 94.73%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.30% 89.44%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.56% 97.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.13% 94.45%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.58% 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 163068260
LOTUS LTS0234849
wikiData Q105280575