PlantaeDB Logo
Login Sign-up

8,16-Bis(4-hydroxyphenyl)-9-[2-hydroxy-5-[4,6,12-trihydroxy-16-(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaen-8-yl]phenyl]-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,12-triol

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

Top
Internal ID 0c4658e3-078b-4487-9607-b62bd759cbeb
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name 8,16-bis(4-hydroxyphenyl)-9-[2-hydroxy-5-[4,6,12-trihydroxy-16-(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaen-8-yl]phenyl]-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,12-triol
SMILES (Canonical) C1C(C2=C(C=C(C=C2O)O)C3C(OC4=CC(=CC1=C34)O)C5=CC=C(C=C5)O)C6=CC(=C(C=C6)O)C7C(C8=C(C=C(C=C8O)O)C9C(OC1=CC(=CC7=C91)O)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O
SMILES (Isomeric) C1C(C2=C(C=C(C=C2O)O)C3C(OC4=CC(=CC1=C34)O)C5=CC=C(C=C5)O)C6=CC(=C(C=C6)O)C7C(C8=C(C=C(C=C8O)O)C9C(OC1=CC(=CC7=C91)O)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O
InChI InChI=1S/C56H42O12/c57-30-8-1-25(2-9-30)48-50(40-20-36(63)24-46-52(40)54(41-19-35(62)22-44(66)51(41)48)56(68-46)27-5-12-32(59)13-6-27)38-16-28(7-14-42(38)64)37-17-29-15-33(60)23-45-47(29)53(39-18-34(61)21-43(65)49(37)39)55(67-45)26-3-10-31(58)11-4-26/h1-16,18-24,37,48,50,53-66H,17H2
InChI Key ZQBVBHZZCBMXJF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C56H42O12
Molecular Weight 906.90 g/mol
Exact Mass 906.26762677 g/mol
Topological Polar Surface Area (TPSA) 221.00 Ų
XlogP 9.30
Atomic LogP (AlogP) 10.24
H-Bond Acceptor 12
H-Bond Donor 10
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 8,16-Bis(4-hydroxyphenyl)-9-[2-hydroxy-5-[4,6,12-trihydroxy-16-(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaen-8-yl]phenyl]-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,12-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9594 95.94%
Caco-2 - 0.8837 88.37%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6705 67.05%
OATP2B1 inhibitior - 0.7093 70.93%
OATP1B1 inhibitior + 0.8309 83.09%
OATP1B3 inhibitior + 0.8267 82.67%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8002 80.02%
P-glycoprotein inhibitior + 0.7282 72.82%
P-glycoprotein substrate - 0.7667 76.67%
CYP3A4 substrate + 0.5981 59.81%
CYP2C9 substrate - 0.6025 60.25%
CYP2D6 substrate + 0.5974 59.74%
CYP3A4 inhibition + 0.6454 64.54%
CYP2C9 inhibition + 0.8972 89.72%
CYP2C19 inhibition + 0.8504 85.04%
CYP2D6 inhibition - 0.7290 72.90%
CYP1A2 inhibition + 0.8245 82.45%
CYP2C8 inhibition + 0.7457 74.57%
CYP inhibitory promiscuity + 0.9157 91.57%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.4298 42.98%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.8855 88.55%
Skin irritation + 0.4923 49.23%
Skin corrosion - 0.9221 92.21%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9160 91.60%
Micronuclear + 0.8200 82.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8189 81.89%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.6551 65.51%
Acute Oral Toxicity (c) II 0.3871 38.71%
Estrogen receptor binding + 0.7972 79.72%
Androgen receptor binding + 0.7711 77.11%
Thyroid receptor binding + 0.5998 59.98%
Glucocorticoid receptor binding + 0.5619 56.19%
Aromatase binding - 0.4826 48.26%
PPAR gamma + 0.7393 73.93%
Honey bee toxicity - 0.8242 82.42%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9573 95.73%

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 99.11% 91.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.48% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.69% 96.09%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 89.54% 97.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.44% 97.09%
CHEMBL2581 P07339 Cathepsin D 89.25% 98.95%
CHEMBL217 P14416 Dopamine D2 receptor 88.92% 95.62%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 88.16% 93.40%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.91% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.20% 95.56%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 86.85% 85.00%
CHEMBL4040 P28482 MAP kinase ERK2 86.23% 83.82%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.49% 99.17%
CHEMBL242 Q92731 Estrogen receptor beta 84.36% 98.35%
CHEMBL2073 P07947 Tyrosine-protein kinase YES 84.30% 83.14%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.27% 93.99%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.87% 89.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.65% 100.00%
CHEMBL4208 P20618 Proteasome component C5 83.30% 90.00%
CHEMBL3401 O75469 Pregnane X receptor 82.78% 94.73%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 82.57% 91.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.15% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.82% 85.14%
CHEMBL238 Q01959 Dopamine transporter 80.93% 95.88%

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.
Vitis coignetiae

Cross-Links

Top
PubChem 75228950
LOTUS LTS0172913
wikiData Q105381378