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(1R,3S)-5-(1,9-dihydroxy-8-oxo-6,7-dihydro-5H-anthracen-2-yl)-5,7,9-trimethoxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromen-10-one

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 55133e1d-a94f-4a3e-9cbc-b7416a525c40
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name (1R,3S)-5-(1,9-dihydroxy-8-oxo-6,7-dihydro-5H-anthracen-2-yl)-5,7,9-trimethoxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromen-10-one
SMILES (Canonical) CC1CC2=C(C(O1)C)C(=O)C3=C(C2(C4=C(C5=C(C6=C(CCCC6=O)C=C5C=C4)O)O)OC)C=C(C=C3OC)OC
SMILES (Isomeric) C[C@H]1CC2=C([C@H](O1)C)C(=O)C3=C(C2(C4=C(C5=C(C6=C(CCCC6=O)C=C5C=C4)O)O)OC)C=C(C=C3OC)OC
InChI InChI=1S/C32H32O8/c1-15-11-21-25(16(2)40-15)30(35)28-22(13-19(37-3)14-24(28)38-4)32(21,39-5)20-10-9-18-12-17-7-6-8-23(33)26(17)31(36)27(18)29(20)34/h9-10,12-16,34,36H,6-8,11H2,1-5H3/t15-,16+,32?/m0/s1
InChI Key WFLDABUKMPJDPM-YXOIUOLKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H32O8
Molecular Weight 544.60 g/mol
Exact Mass 544.20971797 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 5.37
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3S)-5-(1,9-dihydroxy-8-oxo-6,7-dihydro-5H-anthracen-2-yl)-5,7,9-trimethoxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromen-10-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9566 95.66%
Caco-2 - 0.5929 59.29%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8150 81.50%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8234 82.34%
OATP1B3 inhibitior + 0.9550 95.50%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9832 98.32%
P-glycoprotein inhibitior + 0.8372 83.72%
P-glycoprotein substrate - 0.5436 54.36%
CYP3A4 substrate + 0.6585 65.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8209 82.09%
CYP3A4 inhibition - 0.6106 61.06%
CYP2C9 inhibition - 0.5674 56.74%
CYP2C19 inhibition - 0.6111 61.11%
CYP2D6 inhibition - 0.8724 87.24%
CYP1A2 inhibition + 0.6209 62.09%
CYP2C8 inhibition + 0.6397 63.97%
CYP inhibitory promiscuity + 0.5677 56.77%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6109 61.09%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.8809 88.09%
Skin irritation - 0.7327 73.27%
Skin corrosion - 0.9368 93.68%
Ames mutagenesis + 0.6463 64.63%
Human Ether-a-go-go-Related Gene inhibition + 0.7169 71.69%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.5073 50.73%
skin sensitisation - 0.8554 85.54%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.6370 63.70%
Acute Oral Toxicity (c) I 0.4338 43.38%
Estrogen receptor binding + 0.7916 79.16%
Androgen receptor binding + 0.6628 66.28%
Thyroid receptor binding + 0.5960 59.60%
Glucocorticoid receptor binding + 0.8832 88.32%
Aromatase binding + 0.6453 64.53%
PPAR gamma + 0.6292 62.92%
Honey bee toxicity - 0.8302 83.02%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9841 98.41%

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 99.42% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.08% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.56% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.52% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 94.14% 91.49%
CHEMBL2581 P07339 Cathepsin D 93.36% 98.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 91.34% 93.99%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.98% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.96% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.94% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.75% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.54% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.18% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.84% 90.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.51% 85.14%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 86.75% 91.03%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 86.62% 94.03%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 86.13% 92.68%
CHEMBL4208 P20618 Proteasome component C5 85.93% 90.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.01% 99.15%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 83.31% 100.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.76% 96.00%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 81.12% 96.39%
CHEMBL4581 P52732 Kinesin-like protein 1 80.57% 93.18%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.24% 93.03%

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.
Karwinskia parvifolia

Cross-Links

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PubChem 163188746
LOTUS LTS0215521
wikiData Q104084939