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(1R,3S)-5,9-dimethoxy-1,3-dimethyl-5-[(6S)-1,6,9-trihydroxy-6-methyl-8-oxo-5,7-dihydroanthracen-2-yl]-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 8d29f7a5-56fa-4fba-8c7d-344275ca29cb
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name (1R,3S)-5,9-dimethoxy-1,3-dimethyl-5-[(6S)-1,6,9-trihydroxy-6-methyl-8-oxo-5,7-dihydroanthracen-2-yl]-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(CC(CC6=O)(C)O)C=C5C=C4)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(C6=C(C[C@](CC6=O)(C)O)C=C5C=C4)O)O)OC)C=CC=C3OC
InChI InChI=1S/C32H32O8/c1-15-11-21-24(16(2)40-15)29(35)27-19(7-6-8-23(27)38-4)32(21,39-5)20-10-9-17-12-18-13-31(3,37)14-22(33)25(18)30(36)26(17)28(20)34/h6-10,12,15-16,34,36-37H,11,13-14H2,1-5H3/t15-,16+,31-,32?/m0/s1
InChI Key HCQUPSKUOXQBMU-GLDMDUAVSA-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) 123.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 4.72
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3S)-5,9-dimethoxy-1,3-dimethyl-5-[(6S)-1,6,9-trihydroxy-6-methyl-8-oxo-5,7-dihydroanthracen-2-yl]-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 + 0.9763 97.63%
Caco-2 - 0.6789 67.89%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7053 70.53%
OATP2B1 inhibitior - 0.8589 85.89%
OATP1B1 inhibitior + 0.8476 84.76%
OATP1B3 inhibitior + 0.9586 95.86%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9772 97.72%
P-glycoprotein inhibitior + 0.8341 83.41%
P-glycoprotein substrate + 0.6126 61.26%
CYP3A4 substrate + 0.6912 69.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8357 83.57%
CYP3A4 inhibition - 0.5587 55.87%
CYP2C9 inhibition - 0.5162 51.62%
CYP2C19 inhibition - 0.5448 54.48%
CYP2D6 inhibition - 0.8559 85.59%
CYP1A2 inhibition - 0.5813 58.13%
CYP2C8 inhibition + 0.6200 62.00%
CYP inhibitory promiscuity + 0.5203 52.03%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5402 54.02%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9091 90.91%
Skin irritation - 0.7364 73.64%
Skin corrosion - 0.9383 93.83%
Ames mutagenesis + 0.6163 61.63%
Human Ether-a-go-go-Related Gene inhibition + 0.7483 74.83%
Micronuclear + 0.5300 53.00%
Hepatotoxicity - 0.5718 57.18%
skin sensitisation - 0.8416 84.16%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.6050 60.50%
Acute Oral Toxicity (c) I 0.5435 54.35%
Estrogen receptor binding + 0.8069 80.69%
Androgen receptor binding + 0.6767 67.67%
Thyroid receptor binding + 0.6440 64.40%
Glucocorticoid receptor binding + 0.8454 84.54%
Aromatase binding + 0.6807 68.07%
PPAR gamma + 0.6603 66.03%
Honey bee toxicity - 0.8099 80.99%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9853 98.53%

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 99.49% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.97% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.92% 86.33%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 94.56% 94.03%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.52% 94.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 93.57% 93.99%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.04% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.07% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.88% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.22% 96.09%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 89.16% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.45% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.43% 92.94%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.14% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.08% 97.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.93% 93.03%
CHEMBL4444 P04070 Vitamin K-dependent protein C 86.82% 93.89%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 86.80% 96.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 86.10% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 85.99% 94.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.61% 97.14%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 84.26% 96.39%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.61% 100.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 83.42% 82.38%
CHEMBL1902 P62942 FK506-binding protein 1A 80.09% 97.05%

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 118720983
LOTUS LTS0257298
wikiData Q104084937