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1-[(10S)-1,8-dihydroxy-6-methyl-9-oxo-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]-10H-anthracen-2-yl]-4,5-dihydroxy-2-methylanthracene-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

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Internal ID df508ac8-286e-4325-9714-ed936d080ee2
Taxonomy Benzenoids > Anthracenes > Anthraquinones
IUPAC Name 1-[(10S)-1,8-dihydroxy-6-methyl-9-oxo-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]-10H-anthracen-2-yl]-4,5-dihydroxy-2-methylanthracene-9,10-dione
SMILES (Canonical) CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2C4C(C(C(CO4)O)O)O)C=CC(=C3O)C5=C6C(=C(C=C5C)O)C(=O)C7=C(C6=O)C=CC=C7O
SMILES (Isomeric) CC1=CC2=C(C(=C1)O)C(=O)C3=C([C@@H]2[C@H]4[C@@H]([C@H]([C@H](CO4)O)O)O)C=CC(=C3O)C5=C6C(=C(C=C5C)O)C(=O)C7=C(C6=O)C=CC=C7O
InChI InChI=1S/C35H28O11/c1-12-8-17-23(35-34(45)31(42)21(39)11-46-35)14-6-7-16(29(40)26(14)32(43)25(17)19(37)9-12)22-13(2)10-20(38)27-28(22)30(41)15-4-3-5-18(36)24(15)33(27)44/h3-10,21,23,31,34-40,42,45H,11H2,1-2H3/t21-,23-,31-,34+,35-/m0/s1
InChI Key HRQJSMLTAPMJAN-MLHHANMNSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H28O11
Molecular Weight 624.60 g/mol
Exact Mass 624.16316171 g/mol
Topological Polar Surface Area (TPSA) 202.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 2.73
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[(10S)-1,8-dihydroxy-6-methyl-9-oxo-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]-10H-anthracen-2-yl]-4,5-dihydroxy-2-methylanthracene-9,10-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7916 79.16%
Caco-2 - 0.8978 89.78%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.6126 61.26%
OATP2B1 inhibitior - 0.5604 56.04%
OATP1B1 inhibitior + 0.8491 84.91%
OATP1B3 inhibitior + 0.9755 97.55%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9368 93.68%
P-glycoprotein inhibitior + 0.6469 64.69%
P-glycoprotein substrate + 0.5060 50.60%
CYP3A4 substrate + 0.6630 66.30%
CYP2C9 substrate - 0.8020 80.20%
CYP2D6 substrate - 0.8269 82.69%
CYP3A4 inhibition - 0.7692 76.92%
CYP2C9 inhibition - 0.8628 86.28%
CYP2C19 inhibition - 0.9240 92.40%
CYP2D6 inhibition - 0.9138 91.38%
CYP1A2 inhibition - 0.6379 63.79%
CYP2C8 inhibition + 0.5920 59.20%
CYP inhibitory promiscuity - 0.9322 93.22%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6893 68.93%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.9166 91.66%
Skin irritation - 0.7852 78.52%
Skin corrosion - 0.9284 92.84%
Ames mutagenesis + 0.8300 83.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8351 83.51%
Micronuclear + 0.7159 71.59%
Hepatotoxicity + 0.6946 69.46%
skin sensitisation - 0.8953 89.53%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.4779 47.79%
Acute Oral Toxicity (c) III 0.5199 51.99%
Estrogen receptor binding + 0.7770 77.70%
Androgen receptor binding + 0.7045 70.45%
Thyroid receptor binding + 0.5201 52.01%
Glucocorticoid receptor binding + 0.6342 63.42%
Aromatase binding - 0.6704 67.04%
PPAR gamma + 0.6482 64.82%
Honey bee toxicity - 0.8458 84.58%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.8685 86.85%

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 99.21% 91.11%
CHEMBL2581 P07339 Cathepsin D 99.20% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.98% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.55% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 95.94% 91.49%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.96% 99.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.09% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 91.13% 94.73%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.15% 90.71%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.61% 96.38%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 87.05% 96.00%
CHEMBL2535 P11166 Glucose transporter 86.64% 98.75%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.79% 93.03%
CHEMBL2073 P07947 Tyrosine-protein kinase YES 85.61% 83.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.75% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.37% 94.00%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 83.34% 96.67%
CHEMBL5145 P15056 Serine/threonine-protein kinase B-raf 82.03% 97.90%
CHEMBL301 P24941 Cyclin-dependent kinase 2 81.64% 91.23%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.50% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.09% 95.89%

Plants that contains it

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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.
Asphodelus ramosus

Cross-Links

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PubChem 162882528
LOTUS LTS0188640
wikiData Q105032774