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(4R,4'R,4aR,4'aR,7R)-rel-2,2',3,3',4,4',9,9'-octahydro-1,1',4,4',8,8'-hexahydroxy-6,6'-dimethyl-9,9'-dioxo-[7,7'-bi-4aH-xanthene]-4a,4'a-dicarboxylic acid dimethyl ester

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 c76dd2fd-6681-4260-b531-9053258ce245
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes
IUPAC Name methyl 4,8,9-trihydroxy-6-methyl-1-oxo-7-(1,5,9-trihydroxy-10a-methoxycarbonyl-3-methyl-8-oxo-6,7-dihydro-5H-xanthen-2-yl)-3,4-dihydro-2H-xanthene-4a-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H30O14/c1-11-9-15-21(27(39)23-13(33)5-7-17(35)31(23,45-15)29(41)43-3)25(37)19(11)20-12(2)10-16-22(26(20)38)28(40)24-14(34)6-8-18(36)32(24,46-16)30(42)44-4/h9-10,17-18,35-40H,5-8H2,1-4H3
InChI Key FCBFXINPLHGRFE-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H30O14
Molecular Weight 638.60 g/mol
Exact Mass 638.16355563 g/mol
Topological Polar Surface Area (TPSA) 227.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 1.98
H-Bond Acceptor 14
H-Bond Donor 6
Rotatable Bonds 3

Synonyms

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685135-81-3
(4R,4'R,4aR,4'aR,7R)-rel-2,2',3,3',4,4',9,9'-octahydro-1,1',4,4',8,8'-hexahydroxy-6,6'-dimethyl-9,9'-dioxo-[7,7'-bi-4aH-xanthene]-4a,4'a-dicarboxylic acid dimethyl ester
AKOS040755710
Methyl 4,8,9-trihydroxy-6-methyl-1-oxo-7-(1,5,9-trihydroxy-10a-methoxycarbonyl-3-methyl-8-oxo-6,7-dihydro-5H-xanthen-2-yl)-3,4-dihydro-2H-xanthene-4a-carboxylate

2D Structure

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2D Structure of (4R,4'R,4aR,4'aR,7R)-rel-2,2',3,3',4,4',9,9'-octahydro-1,1',4,4',8,8'-hexahydroxy-6,6'-dimethyl-9,9'-dioxo-[7,7'-bi-4aH-xanthene]-4a,4'a-dicarboxylic acid dimethyl ester

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9164 91.64%
Caco-2 - 0.8169 81.69%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6581 65.81%
OATP2B1 inhibitior - 0.5768 57.68%
OATP1B1 inhibitior + 0.8911 89.11%
OATP1B3 inhibitior + 0.9083 90.83%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8071 80.71%
BSEP inhibitior + 0.9599 95.99%
P-glycoprotein inhibitior + 0.7585 75.85%
P-glycoprotein substrate - 0.7261 72.61%
CYP3A4 substrate + 0.6311 63.11%
CYP2C9 substrate - 0.7983 79.83%
CYP2D6 substrate - 0.8463 84.63%
CYP3A4 inhibition - 0.8259 82.59%
CYP2C9 inhibition - 0.7395 73.95%
CYP2C19 inhibition - 0.8046 80.46%
CYP2D6 inhibition - 0.8509 85.09%
CYP1A2 inhibition - 0.8256 82.56%
CYP2C8 inhibition + 0.4575 45.75%
CYP inhibitory promiscuity - 0.7829 78.29%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.5162 51.62%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.8856 88.56%
Skin irritation - 0.7267 72.67%
Skin corrosion - 0.9260 92.60%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6793 67.93%
Micronuclear + 0.6159 61.59%
Hepatotoxicity + 0.5052 50.52%
skin sensitisation - 0.8465 84.65%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.6972 69.72%
Acute Oral Toxicity (c) I 0.4871 48.71%
Estrogen receptor binding + 0.7792 77.92%
Androgen receptor binding + 0.6776 67.76%
Thyroid receptor binding + 0.5724 57.24%
Glucocorticoid receptor binding + 0.7782 77.82%
Aromatase binding + 0.7452 74.52%
PPAR gamma + 0.6210 62.10%
Honey bee toxicity - 0.8982 89.82%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9312 93.12%

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 99.50% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.20% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.65% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.97% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.95% 89.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.83% 96.38%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.35% 94.00%
CHEMBL2581 P07339 Cathepsin D 88.19% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.74% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.52% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.90% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 86.69% 83.82%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.58% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.22% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 85.87% 91.19%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.84% 96.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 83.69% 90.93%
CHEMBL4208 P20618 Proteasome component C5 82.33% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.39% 86.33%
CHEMBL5028 O14672 ADAM10 81.12% 97.50%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.35% 93.03%

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 118797325
LOTUS LTS0226390
wikiData Q105104872