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(1S,4S,5S,11S,12R,15S,16S,22S)-4,15-bis(3,5-dihydroxyphenyl)-16-[(2R,3R)-3-[(2R,3R)-3-(3,5-dihydroxyphenyl)-7-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-5-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 27ae61ba-f641-416e-aefa-9be1b6d9828d
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (1S,4S,5S,11S,12R,15S,16S,22S)-4,15-bis(3,5-dihydroxyphenyl)-16-[(2R,3R)-3-[(2R,3R)-3-(3,5-dihydroxyphenyl)-7-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-5-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) C1=CC(=CC=C1C2C3C(C4=C(C2C5=C3C6=C(C=C5O)OC(C6C7=CC(=CC(=C7)O)O)C8=CC9=C(C=C8)OC(C9C1=CC2=C(C(=C1)O)OC(C2C1=CC(=CC(=C1)O)O)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O)C1=C(C=C4O)OC(C1C1=CC(=CC(=C1)O)O)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O)O
SMILES (Isomeric) C1=CC(=CC=C1[C@H]2[C@@H]3[C@H](C4=C([C@H]2C5=C3C6=C(C=C5O)O[C@@H]([C@H]6C7=CC(=CC(=C7)O)O)C8=CC9=C(C=C8)O[C@H]([C@@H]9C1=CC2=C(C(=C1)O)O[C@H]([C@@H]2C1=CC(=CC(=C1)O)O)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O)C1=C(C=C4O)O[C@@H]([C@H]1C1=CC(=CC(=C1)O)O)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O)O
InChI InChI=1S/C84H62O18/c85-47-12-1-37(2-13-47)68-72-60(96)35-64-74(70(44-25-54(92)33-55(93)26-44)82(100-64)41-9-20-51(89)21-10-41)78(72)77-69(38-3-14-48(86)15-4-38)76(68)79-73(77)61(97)36-65-75(79)71(45-27-56(94)34-57(95)28-45)83(101-65)42-11-22-63-58(29-42)66(80(99-63)39-5-16-49(87)17-6-39)46-30-59-67(43-23-52(90)32-53(91)24-43)81(102-84(59)62(98)31-46)40-7-18-50(88)19-8-40/h1-36,66-71,76-77,80-83,85-98H/t66-,67-,68+,69+,70+,71+,76+,77-,80+,81+,82-,83-/m1/s1
InChI Key XCMFBKLVWLEDKB-PNXONGGFSA-N
Popularity 1 reference 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 (1S,4S,5S,11S,12R,15S,16S,22S)-4,15-bis(3,5-dihydroxyphenyl)-16-[(2R,3R)-3-[(2R,3R)-3-(3,5-dihydroxyphenyl)-7-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-5-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 + 0.9706 97.06%
Caco-2 - 0.8623 86.23%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.5744 57.44%
OATP2B1 inhibitior - 0.5703 57.03%
OATP1B1 inhibitior + 0.7865 78.65%
OATP1B3 inhibitior - 0.3007 30.07%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8818 88.18%
P-glycoprotein inhibitior + 0.7327 73.27%
P-glycoprotein substrate - 0.6605 66.05%
CYP3A4 substrate + 0.6137 61.37%
CYP2C9 substrate - 0.7778 77.78%
CYP2D6 substrate + 0.4927 49.27%
CYP3A4 inhibition + 0.6152 61.52%
CYP2C9 inhibition + 0.8022 80.22%
CYP2C19 inhibition + 0.6949 69.49%
CYP2D6 inhibition - 0.7930 79.30%
CYP1A2 inhibition + 0.7733 77.33%
CYP2C8 inhibition + 0.7628 76.28%
CYP inhibitory promiscuity + 0.8884 88.84%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.4453 44.53%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.8910 89.10%
Skin irritation + 0.5248 52.48%
Skin corrosion - 0.9156 91.56%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8258 82.58%
Micronuclear + 0.8300 83.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.7421 74.21%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.6469 64.69%
Acute Oral Toxicity (c) III 0.4065 40.65%
Estrogen receptor binding + 0.7144 71.44%
Androgen receptor binding + 0.7843 78.43%
Thyroid receptor binding + 0.6127 61.27%
Glucocorticoid receptor binding + 0.6005 60.05%
Aromatase binding + 0.5846 58.46%
PPAR gamma + 0.7160 71.60%
Honey bee toxicity - 0.7079 70.79%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9414 94.14%

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 97.67% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.50% 95.56%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 87.86% 93.10%
CHEMBL3401 O75469 Pregnane X receptor 87.56% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.23% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.70% 89.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.04% 93.40%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.22% 99.15%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.05% 97.09%
CHEMBL2581 P07339 Cathepsin D 81.80% 98.95%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 81.47% 90.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.08% 94.45%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 80.45% 89.44%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.24% 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 162993273
LOTUS LTS0120381
wikiData Q105325242