PlantaeDB Logo
Login Sign-up

2-[(1R,3S)-5,9-dimethoxy-1,3-dimethyl-10-oxo-3,4-dihydro-1H-benzo[g]isochromen-5-yl]-1,8-dihydroxy-6-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

Top
Internal ID a6645720-506d-4d3b-91b2-95f044530f8d
Taxonomy Benzenoids > Anthracenes > Anthraquinones
IUPAC Name 2-[(1R,3S)-5,9-dimethoxy-1,3-dimethyl-10-oxo-3,4-dihydro-1H-benzo[g]isochromen-5-yl]-1,8-dihydroxy-6-methylanthracene-9,10-dione
SMILES (Canonical) CC1CC2=C(C(O1)C)C(=O)C3=C(C2(C4=C(C5=C(C=C4)C(=O)C6=C(C5=O)C(=CC(=C6)C)O)O)OC)C=CC=C3OC
SMILES (Isomeric) C[C@H]1CC2=C([C@H](O1)C)C(=O)C3=C(C2(C4=C(C5=C(C=C4)C(=O)C6=C(C5=O)C(=CC(=C6)C)O)O)OC)C=CC=C3OC
InChI InChI=1S/C32H28O8/c1-14-11-18-25(22(33)12-14)31(37)26-17(28(18)34)9-10-20(29(26)35)32(39-5)19-7-6-8-23(38-4)27(19)30(36)24-16(3)40-15(2)13-21(24)32/h6-12,15-16,33,35H,13H2,1-5H3/t15-,16+,32?/m0/s1
InChI Key JDLMCXIIXLAGNF-YXOIUOLKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C32H28O8
Molecular Weight 540.60 g/mol
Exact Mass 540.17841785 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.77
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 2-[(1R,3S)-5,9-dimethoxy-1,3-dimethyl-10-oxo-3,4-dihydro-1H-benzo[g]isochromen-5-yl]-1,8-dihydroxy-6-methylanthracene-9,10-dione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9895 98.95%
Caco-2 - 0.6904 69.04%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7985 79.85%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8772 87.72%
OATP1B3 inhibitior + 0.9477 94.77%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9734 97.34%
P-glycoprotein inhibitior + 0.8373 83.73%
P-glycoprotein substrate + 0.5230 52.30%
CYP3A4 substrate + 0.6888 68.88%
CYP2C9 substrate - 0.8028 80.28%
CYP2D6 substrate - 0.8058 80.58%
CYP3A4 inhibition - 0.6248 62.48%
CYP2C9 inhibition + 0.6512 65.12%
CYP2C19 inhibition + 0.5816 58.16%
CYP2D6 inhibition - 0.8962 89.62%
CYP1A2 inhibition - 0.5930 59.30%
CYP2C8 inhibition + 0.5870 58.70%
CYP inhibitory promiscuity + 0.6355 63.55%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9313 93.13%
Carcinogenicity (trinary) Non-required 0.4805 48.05%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.8581 85.81%
Skin irritation - 0.7635 76.35%
Skin corrosion - 0.9523 95.23%
Ames mutagenesis + 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5349 53.49%
Micronuclear + 0.6000 60.00%
Hepatotoxicity + 0.6052 60.52%
skin sensitisation - 0.8376 83.76%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.6463 64.63%
Acute Oral Toxicity (c) III 0.3436 34.36%
Estrogen receptor binding + 0.8137 81.37%
Androgen receptor binding + 0.6716 67.16%
Thyroid receptor binding + 0.6148 61.48%
Glucocorticoid receptor binding + 0.8704 87.04%
Aromatase binding + 0.6075 60.75%
PPAR gamma + 0.7722 77.22%
Honey bee toxicity - 0.8447 84.47%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9853 98.53%

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 99.27% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.39% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 97.97% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.32% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 95.22% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.27% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.59% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.95% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.48% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.73% 95.89%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 90.56% 96.00%
CHEMBL4208 P20618 Proteasome component C5 89.78% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.58% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.55% 97.14%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.54% 99.15%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 86.32% 82.38%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.79% 90.71%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.42% 92.94%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.34% 93.03%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 83.97% 100.00%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 83.77% 94.03%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.66% 100.00%
CHEMBL4530 P00488 Coagulation factor XIII 83.61% 96.00%
CHEMBL2535 P11166 Glucose transporter 83.27% 98.75%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.09% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.07% 91.19%
CHEMBL3401 O75469 Pregnane X receptor 82.66% 94.73%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 82.53% 96.86%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.30% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.77% 91.07%

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.
Karwinskia parvifolia

Cross-Links

Top
PubChem 101889643
LOTUS LTS0053185
wikiData Q104084942