(2S,3S,10S,11R,18S,19R,25R,26R)-26-(3,5-dihydroxyphenyl)-3,11,19,25-tetrakis(4-hydroxyphenyl)-4,12,20,24-tetraoxaoctacyclo[16.9.1.12,5.110,13.021,28.023,27.09,30.017,29]triaconta-1(27),5,7,9(30),13,15,17(29),21(28),22-nonaene-7,15-diol

Details

Top
Internal ID 263e32bd-1f1f-4741-abe7-d4ab5c267213
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (2S,3S,10S,11R,18S,19R,25R,26R)-26-(3,5-dihydroxyphenyl)-3,11,19,25-tetrakis(4-hydroxyphenyl)-4,12,20,24-tetraoxaoctacyclo[16.9.1.12,5.110,13.021,28.023,27.09,30.017,29]triaconta-1(27),5,7,9(30),13,15,17(29),21(28),22-nonaene-7,15-diol
SMILES (Canonical) C1=CC(=CC=C1C2C(C3=C4C5C(OC6=CC(=CC(=C56)C7C(OC8=CC(=CC(=C78)C9C4=C(C=C3O2)OC9C1=CC=C(C=C1)O)O)C1=CC=C(C=C1)O)O)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1[C@H]2[C@@H](C3=C4[C@@H]5[C@H](OC6=CC(=CC(=C56)[C@@H]7[C@@H](OC8=CC(=CC(=C78)[C@H]9C4=C(C=C3O2)O[C@H]9C1=CC=C(C=C1)O)O)C1=CC=C(C=C1)O)O)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)O
InChI InChI=1S/C56H40O12/c57-30-9-1-25(2-10-30)53-44(29-17-34(61)19-35(62)18-29)49-42(67-53)24-43-50-48(55(68-43)27-5-13-32(59)14-6-27)38-20-36(63)22-40-45(38)47(54(65-40)26-3-11-31(58)12-4-26)39-21-37(64)23-41-46(39)52(51(49)50)56(66-41)28-7-15-33(60)16-8-28/h1-24,44,47-48,52-64H/t44-,47+,48+,52-,53+,54+,55+,56-/m1/s1
InChI Key RIMCHRWCAPTIIA-CRJYACHMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C56H40O12
Molecular Weight 904.90 g/mol
Exact Mass 904.25197671 g/mol
Topological Polar Surface Area (TPSA) 199.00 Ų
XlogP 9.10
Atomic LogP (AlogP) 10.71
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3S,10S,11R,18S,19R,25R,26R)-26-(3,5-dihydroxyphenyl)-3,11,19,25-tetrakis(4-hydroxyphenyl)-4,12,20,24-tetraoxaoctacyclo[16.9.1.12,5.110,13.021,28.023,27.09,30.017,29]triaconta-1(27),5,7,9(30),13,15,17(29),21(28),22-nonaene-7,15-diol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9810 98.10%
Caco-2 - 0.8665 86.65%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6767 67.67%
OATP2B1 inhibitior - 0.7072 70.72%
OATP1B1 inhibitior + 0.7408 74.08%
OATP1B3 inhibitior - 0.3173 31.73%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8786 87.86%
P-glycoprotein inhibitior + 0.7602 76.02%
P-glycoprotein substrate - 0.8898 88.98%
CYP3A4 substrate - 0.5052 50.52%
CYP2C9 substrate - 0.7778 77.78%
CYP2D6 substrate + 0.4927 49.27%
CYP3A4 inhibition + 0.5462 54.62%
CYP2C9 inhibition + 0.9248 92.48%
CYP2C19 inhibition + 0.8391 83.91%
CYP2D6 inhibition - 0.8110 81.10%
CYP1A2 inhibition + 0.9059 90.59%
CYP2C8 inhibition + 0.7041 70.41%
CYP inhibitory promiscuity + 0.9234 92.34%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.4300 43.00%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.8117 81.17%
Skin irritation + 0.5375 53.75%
Skin corrosion - 0.9412 94.12%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8846 88.46%
Micronuclear + 0.8400 84.00%
Hepatotoxicity - 0.6382 63.82%
skin sensitisation - 0.7878 78.78%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity - 0.5000 50.00%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.4540 45.40%
Estrogen receptor binding + 0.8078 80.78%
Androgen receptor binding + 0.7981 79.81%
Thyroid receptor binding + 0.6527 65.27%
Glucocorticoid receptor binding + 0.6059 60.59%
Aromatase binding - 0.4900 49.00%
PPAR gamma + 0.7518 75.18%
Honey bee toxicity - 0.8540 85.40%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9499 94.99%

Targets

Top

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 97.75% 91.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.22% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.21% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.85% 89.00%
CHEMBL2581 P07339 Cathepsin D 84.31% 98.95%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 81.77% 93.40%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.53% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 80.59% 94.73%

Plants that contains it

Top
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.
Carex fedia

Cross-Links

Top
PubChem 162894478
LOTUS LTS0208684
wikiData Q105236971