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(5'R,6'S,7'R,8'S)-1',2,5',6',7',8,8'-Heptahydroxy-3',6-dimethoxy-3,6'-dimethyl-5',6',7',8'-tetrahydro-[1,2'-bianthracene]-9,9',10,10'-tetraone

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 fbda2d23-f276-4641-b034-d78130747a69
Taxonomy Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
IUPAC Name 2,8-dihydroxy-6-methoxy-3-methyl-1-[(5R,6S,7R,8S)-1,5,6,7,8-pentahydroxy-3-methoxy-6-methyl-9,10-dioxo-7,8-dihydro-5H-anthracen-2-yl]anthracene-9,10-dione
SMILES (Canonical) CC1=CC2=C(C(=C1O)C3=C(C=C4C(=C3O)C(=O)C5=C(C4=O)C(C(C(C5O)O)(C)O)O)OC)C(=O)C6=C(C2=O)C=C(C=C6O)OC
SMILES (Isomeric) CC1=CC2=C(C(=C1O)C3=C(C=C4C(=C3O)C(=O)C5=C(C4=O)[C@H]([C@]([C@@H]([C@H]5O)O)(C)O)O)OC)C(=O)C6=C(C2=O)C=C(C=C6O)OC
InChI InChI=1S/C32H26O13/c1-9-5-11-17(26(37)16-12(24(11)35)6-10(44-3)7-14(16)33)20(23(9)34)19-15(45-4)8-13-18(27(19)38)28(39)21-22(25(13)36)30(41)32(2,43)31(42)29(21)40/h5-8,29-31,33-34,38,40-43H,1-4H3/t29-,30+,31+,32-/m0/s1
InChI Key PSGFKGASHCTNSI-BVEPWEIPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H26O13
Molecular Weight 618.50 g/mol
Exact Mass 618.13734088 g/mol
Topological Polar Surface Area (TPSA) 228.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.09
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 3

Synonyms

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CHEMBL2011671
SCHEMBL29359613

2D Structure

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2D Structure of (5'R,6'S,7'R,8'S)-1',2,5',6',7',8,8'-Heptahydroxy-3',6-dimethoxy-3,6'-dimethyl-5',6',7',8'-tetrahydro-[1,2'-bianthracene]-9,9',10,10'-tetraone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9875 98.75%
Caco-2 - 0.8590 85.90%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7758 77.58%
OATP2B1 inhibitior + 0.5755 57.55%
OATP1B1 inhibitior + 0.9059 90.59%
OATP1B3 inhibitior + 0.9116 91.16%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9508 95.08%
P-glycoprotein inhibitior + 0.6777 67.77%
P-glycoprotein substrate - 0.6672 66.72%
CYP3A4 substrate + 0.6627 66.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8342 83.42%
CYP3A4 inhibition - 0.6731 67.31%
CYP2C9 inhibition + 0.5000 50.00%
CYP2C19 inhibition - 0.6836 68.36%
CYP2D6 inhibition - 0.8872 88.72%
CYP1A2 inhibition + 0.5183 51.83%
CYP2C8 inhibition + 0.6258 62.58%
CYP inhibitory promiscuity + 0.5532 55.32%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9197 91.97%
Carcinogenicity (trinary) Non-required 0.5198 51.98%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.8736 87.36%
Skin irritation - 0.7194 71.94%
Skin corrosion - 0.9242 92.42%
Ames mutagenesis + 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4748 47.48%
Micronuclear + 0.7100 71.00%
Hepatotoxicity + 0.6375 63.75%
skin sensitisation - 0.7892 78.92%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.6619 66.19%
Acute Oral Toxicity (c) III 0.5315 53.15%
Estrogen receptor binding + 0.7951 79.51%
Androgen receptor binding + 0.6779 67.79%
Thyroid receptor binding + 0.5416 54.16%
Glucocorticoid receptor binding + 0.7046 70.46%
Aromatase binding + 0.6041 60.41%
PPAR gamma + 0.7068 70.68%
Honey bee toxicity - 0.7868 78.68%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9951 99.51%

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 98.22% 91.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 97.29% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.03% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.02% 99.23%
CHEMBL4208 P20618 Proteasome component C5 92.75% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.73% 89.00%
CHEMBL2581 P07339 Cathepsin D 90.97% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.59% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.74% 91.07%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.30% 96.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.36% 96.21%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 86.10% 92.68%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.35% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.35% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.20% 86.33%
CHEMBL2535 P11166 Glucose transporter 85.00% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.56% 94.45%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.26% 93.03%
CHEMBL340 P08684 Cytochrome P450 3A4 81.13% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.85% 97.14%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 14104232
LOTUS LTS0049831
wikiData Q104393841