PlantaeDB Logo
Login Sign-up

2,8-dihydroxy-6-methoxy-3-methyl-1-[(6R,7R,8R)-4,6,7,8-tetrahydroxy-2-methoxy-7-methyl-9,10-dioxo-6,8-dihydro-5H-anthracen-1-yl]anthracene-9,10-dione

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 7777a96c-2c48-4440-8ed6-3530a3f9307d
Taxonomy Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
IUPAC Name 2,8-dihydroxy-6-methoxy-3-methyl-1-[(6R,7R,8R)-4,6,7,8-tetrahydroxy-2-methoxy-7-methyl-9,10-dioxo-6,8-dihydro-5H-anthracen-1-yl]anthracene-9,10-dione
SMILES (Canonical) CC1=CC2=C(C(=C1O)C3=C(C=C(C4=C3C(=O)C5=C(C4=O)CC(C(C5O)(C)O)O)O)OC)C(=O)C6=C(C2=O)C=C(C=C6O)OC
SMILES (Isomeric) CC1=CC2=C(C(=C1O)C3=C(C=C(C4=C3C(=O)C5=C(C4=O)C[C@H]([C@@]([C@@H]5O)(C)O)O)O)OC)C(=O)C6=C(C2=O)C=C(C=C6O)OC
InChI InChI=1S/C32H26O12/c1-10-5-12-20(29(39)19-13(27(12)37)6-11(43-3)7-15(19)33)24(26(10)36)23-17(44-4)9-16(34)22-25(23)30(40)21-14(28(22)38)8-18(35)32(2,42)31(21)41/h5-7,9,18,31,33-36,41-42H,8H2,1-4H3/t18-,31-,32-/m1/s1
InChI Key ZTVZWEOOAHOBDR-YSMSDFMNSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C32H26O12
Molecular Weight 602.50 g/mol
Exact Mass 602.14242626 g/mol
Topological Polar Surface Area (TPSA) 208.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.12
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 3

Synonyms

Top
SCHEMBL23522371

2D Structure

Top
2D Structure of 2,8-dihydroxy-6-methoxy-3-methyl-1-[(6R,7R,8R)-4,6,7,8-tetrahydroxy-2-methoxy-7-methyl-9,10-dioxo-6,8-dihydro-5H-anthracen-1-yl]anthracene-9,10-dione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9898 98.98%
Caco-2 - 0.8491 84.91%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6325 63.25%
OATP2B1 inhibitior - 0.7109 71.09%
OATP1B1 inhibitior + 0.9024 90.24%
OATP1B3 inhibitior + 0.9309 93.09%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9822 98.22%
P-glycoprotein inhibitior + 0.6645 66.45%
P-glycoprotein substrate - 0.5389 53.89%
CYP3A4 substrate + 0.6761 67.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8181 81.81%
CYP3A4 inhibition - 0.7533 75.33%
CYP2C9 inhibition - 0.6662 66.62%
CYP2C19 inhibition - 0.6100 61.00%
CYP2D6 inhibition - 0.8032 80.32%
CYP1A2 inhibition - 0.5000 50.00%
CYP2C8 inhibition + 0.5848 58.48%
CYP inhibitory promiscuity - 0.7945 79.45%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9354 93.54%
Carcinogenicity (trinary) Non-required 0.6008 60.08%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.8650 86.50%
Skin irritation - 0.7093 70.93%
Skin corrosion - 0.9194 91.94%
Ames mutagenesis + 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3654 36.54%
Micronuclear + 0.5659 56.59%
Hepatotoxicity + 0.5907 59.07%
skin sensitisation - 0.8039 80.39%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.6434 64.34%
Acute Oral Toxicity (c) III 0.4228 42.28%
Estrogen receptor binding + 0.8678 86.78%
Androgen receptor binding + 0.6596 65.96%
Thyroid receptor binding + 0.5546 55.46%
Glucocorticoid receptor binding + 0.7436 74.36%
Aromatase binding + 0.6123 61.23%
PPAR gamma + 0.7369 73.69%
Honey bee toxicity - 0.7568 75.68%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9925 99.25%

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 98.30% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.29% 95.56%
CHEMBL2581 P07339 Cathepsin D 96.39% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.88% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.02% 94.00%
CHEMBL4208 P20618 Proteasome component C5 92.50% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.88% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.65% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.84% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.81% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 90.24% 94.75%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 89.75% 92.68%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.74% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.58% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.83% 92.94%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.79% 96.21%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.58% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.94% 91.07%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.30% 96.38%
CHEMBL2056 P21728 Dopamine D1 receptor 82.96% 91.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.78% 91.19%
CHEMBL2535 P11166 Glucose transporter 82.68% 98.75%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.67% 93.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.90% 97.14%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 81.02% 96.67%

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.
There are no matching plants.

Cross-Links

Top
PubChem 118714261
LOTUS LTS0181044
wikiData Q105383286