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5-[(1S)-6,11-dihydroxy-3,3,12-trimethyl-7-oxo-1,2-dihydropyrano[2,3-c]acridin-1-yl]-6,11-dihydroxy-3,3,12-trimethylpyrano[2,3-c]acridin-7-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 90db659b-081c-4171-8bf5-79621629edcd
Taxonomy Phenylpropanoids and polyketides > Neoflavonoids > Prenylated neoflavonoids
IUPAC Name 5-[(1S)-6,11-dihydroxy-3,3,12-trimethyl-7-oxo-1,2-dihydropyrano[2,3-c]acridin-1-yl]-6,11-dihydroxy-3,3,12-trimethylpyrano[2,3-c]acridin-7-one
SMILES (Canonical) CC1(CC(C2=C(O1)C=C(C3=C2N(C4=C(C3=O)C=CC=C4O)C)O)C5=C6C(=C7C(=C5O)C(=O)C8=C(N7C)C(=CC=C8)O)C=CC(O6)(C)C)C
SMILES (Isomeric) CC1(C[C@@H](C2=C(O1)C=C(C3=C2N(C4=C(C3=O)C=CC=C4O)C)O)C5=C6C(=C7C(=C5O)C(=O)C8=C(N7C)C(=CC=C8)O)C=CC(O6)(C)C)C
InChI InChI=1S/C38H34N2O8/c1-37(2)14-13-19-31-28(34(45)18-10-8-11-21(41)29(18)39(31)5)35(46)26(36(19)48-37)20-16-38(3,4)47-24-15-23(43)27-32(25(20)24)40(6)30-17(33(27)44)9-7-12-22(30)42/h7-15,20,41-43,46H,16H2,1-6H3/t20-/m0/s1
InChI Key PIZIMOGOEZLCMG-FQEVSTJZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H34N2O8
Molecular Weight 646.70 g/mol
Exact Mass 646.23151605 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 7.30
Atomic LogP (AlogP) 6.40
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[(1S)-6,11-dihydroxy-3,3,12-trimethyl-7-oxo-1,2-dihydropyrano[2,3-c]acridin-1-yl]-6,11-dihydroxy-3,3,12-trimethylpyrano[2,3-c]acridin-7-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8157 81.57%
Caco-2 - 0.7811 78.11%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.6935 69.35%
OATP2B1 inhibitior - 0.5733 57.33%
OATP1B1 inhibitior + 0.8800 88.00%
OATP1B3 inhibitior + 0.9415 94.15%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9712 97.12%
P-glycoprotein inhibitior + 0.8132 81.32%
P-glycoprotein substrate + 0.6579 65.79%
CYP3A4 substrate + 0.7272 72.72%
CYP2C9 substrate - 0.5876 58.76%
CYP2D6 substrate - 0.8341 83.41%
CYP3A4 inhibition - 0.8300 83.00%
CYP2C9 inhibition - 0.7514 75.14%
CYP2C19 inhibition - 0.6781 67.81%
CYP2D6 inhibition - 0.7877 78.77%
CYP1A2 inhibition + 0.5256 52.56%
CYP2C8 inhibition + 0.5740 57.40%
CYP inhibitory promiscuity - 0.7320 73.20%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Danger 0.4214 42.14%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.8658 86.58%
Skin irritation - 0.8253 82.53%
Skin corrosion - 0.9378 93.78%
Ames mutagenesis + 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7723 77.23%
Micronuclear + 0.7700 77.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8831 88.31%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.8852 88.52%
Acute Oral Toxicity (c) III 0.6507 65.07%
Estrogen receptor binding + 0.8044 80.44%
Androgen receptor binding + 0.7630 76.30%
Thyroid receptor binding + 0.6791 67.91%
Glucocorticoid receptor binding + 0.8410 84.10%
Aromatase binding + 0.6793 67.93%
PPAR gamma + 0.7291 72.91%
Honey bee toxicity - 0.8163 81.63%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.8749 87.49%

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 99.16% 91.11%
CHEMBL3192 Q9BY41 Histone deacetylase 8 98.79% 93.99%
CHEMBL1951 P21397 Monoamine oxidase A 98.72% 91.49%
CHEMBL2581 P07339 Cathepsin D 98.56% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.49% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.46% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.36% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.44% 94.45%
CHEMBL1914 P06276 Butyrylcholinesterase 95.26% 95.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.11% 85.14%
CHEMBL1937 Q92769 Histone deacetylase 2 92.54% 94.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.00% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.63% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.79% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.68% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 85.28% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.10% 99.15%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 82.30% 95.34%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.27% 93.56%
CHEMBL217 P14416 Dopamine D2 receptor 82.06% 95.62%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.54% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.31% 97.14%

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.
Citrus × aurantium

Cross-Links

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PubChem 162945666
LOTUS LTS0067009
wikiData Q105209813