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(1S,2S,3R,9S,10S,17S)-3-[(2R,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-5,13,15-trihydroxy-2,9,17-tris(4-hydroxyphenyl)-8-oxapentacyclo[8.7.2.04,18.07,19.011,16]nonadeca-4(18),5,7(19),11(16),12,14-hexaene-6-carbaldehyde

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 13187038-e6c1-429c-aeaa-223faaf0f348
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (1S,2S,3R,9S,10S,17S)-3-[(2R,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-5,13,15-trihydroxy-2,9,17-tris(4-hydroxyphenyl)-8-oxapentacyclo[8.7.2.04,18.07,19.011,16]nonadeca-4(18),5,7(19),11(16),12,14-hexaene-6-carbaldehyde
SMILES (Canonical) C1=CC(=CC=C1C2C3C(C4=C(C=C(C=C4O)O)C5C(OC6=C5C3=C(C2C7=C8C(C(OC8=CC(=C7)O)C9=CC=C(C=C9)O)C1=CC(=CC(=C1)O)O)C(=C6C=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=C(C=C4O)O)[C@@H]5[C@H](OC6=C5C3=C([C@H]2C7=C8[C@H]([C@@H](OC8=CC(=C7)O)C9=CC=C(C=C9)O)C1=CC(=CC(=C1)O)O)C(=C6C=O)O)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O)O
InChI InChI=1S/C57H42O13/c58-24-40-54(68)52-48(39-21-37(66)23-42-47(39)45(29-17-34(63)19-35(64)18-29)55(69-42)27-5-13-32(61)14-6-27)44(26-3-11-31(60)12-4-26)50-43(25-1-9-30(59)10-2-25)46-38(20-36(65)22-41(46)67)49-53(51(50)52)57(40)70-56(49)28-7-15-33(62)16-8-28/h1-24,43-45,48-50,55-56,59-68H/t43-,44+,45+,48-,49-,50+,55-,56+/m0/s1
InChI Key LBMWNAQULPMCGJ-XRTZCBGMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C57H42O13
Molecular Weight 934.90 g/mol
Exact Mass 934.26254139 g/mol
Topological Polar Surface Area (TPSA) 238.00 Ų
XlogP 9.10
Atomic LogP (AlogP) 10.24
H-Bond Acceptor 13
H-Bond Donor 10
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,3R,9S,10S,17S)-3-[(2R,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-5,13,15-trihydroxy-2,9,17-tris(4-hydroxyphenyl)-8-oxapentacyclo[8.7.2.04,18.07,19.011,16]nonadeca-4(18),5,7(19),11(16),12,14-hexaene-6-carbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9863 98.63%
Caco-2 - 0.8952 89.52%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7367 73.67%
OATP2B1 inhibitior - 0.7003 70.03%
OATP1B1 inhibitior + 0.7178 71.78%
OATP1B3 inhibitior - 0.3593 35.93%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.8914 89.14%
P-glycoprotein inhibitior + 0.7123 71.23%
P-glycoprotein substrate - 0.6383 63.83%
CYP3A4 substrate + 0.6304 63.04%
CYP2C9 substrate - 0.6150 61.50%
CYP2D6 substrate - 0.7841 78.41%
CYP3A4 inhibition + 0.7702 77.02%
CYP2C9 inhibition + 0.8609 86.09%
CYP2C19 inhibition + 0.8325 83.25%
CYP2D6 inhibition - 0.8487 84.87%
CYP1A2 inhibition + 0.8254 82.54%
CYP2C8 inhibition + 0.7807 78.07%
CYP inhibitory promiscuity + 0.8497 84.97%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5224 52.24%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.8547 85.47%
Skin irritation + 0.5412 54.12%
Skin corrosion - 0.9552 95.52%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8005 80.05%
Micronuclear + 0.9400 94.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.7991 79.91%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.5749 57.49%
Acute Oral Toxicity (c) II 0.4058 40.58%
Estrogen receptor binding + 0.7851 78.51%
Androgen receptor binding + 0.7937 79.37%
Thyroid receptor binding + 0.5778 57.78%
Glucocorticoid receptor binding + 0.5619 56.19%
Aromatase binding - 0.5770 57.70%
PPAR gamma + 0.7172 71.72%
Honey bee toxicity - 0.7527 75.27%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9673 96.73%

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 97.39% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.96% 95.56%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 96.33% 98.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.02% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 90.86% 91.49%
CHEMBL3401 O75469 Pregnane X receptor 90.01% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.52% 99.15%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 88.45% 93.40%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.21% 96.09%
CHEMBL3194 P02766 Transthyretin 88.19% 90.71%
CHEMBL2581 P07339 Cathepsin D 86.21% 98.95%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.51% 97.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.95% 99.23%
CHEMBL4530 P00488 Coagulation factor XIII 81.09% 96.00%

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 163026145
LOTUS LTS0242318
wikiData Q105149478