PlantaeDB Logo
Login Sign-up

(2S,3S)-3,6-dihydroxy-2-(2-hydroxypropan-2-yl)-8,9,11-trimethoxy-10-methyl-2,3-dihydrofuro[3,2-b]acridin-5-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

Top
Internal ID c84b01a4-0905-4158-82a0-d8ed7982de1d
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Acridines > Acridones
IUPAC Name (2S,3S)-3,6-dihydroxy-2-(2-hydroxypropan-2-yl)-8,9,11-trimethoxy-10-methyl-2,3-dihydrofuro[3,2-b]acridin-5-one
SMILES (Canonical) CC(C)(C1C(C2=C(O1)C(=C3C(=C2)C(=O)C4=C(N3C)C(=C(C=C4O)OC)OC)OC)O)O
SMILES (Isomeric) CC(C)([C@@H]1[C@H](C2=C(O1)C(=C3C(=C2)C(=O)C4=C(N3C)C(=C(C=C4O)OC)OC)OC)O)O
InChI InChI=1S/C22H25NO8/c1-22(2,27)21-17(26)10-7-9-14(20(30-6)18(10)31-21)23(3)15-13(16(9)25)11(24)8-12(28-4)19(15)29-5/h7-8,17,21,24,26-27H,1-6H3/t17-,21-/m0/s1
InChI Key JDUXUADRHUGSLD-UWJYYQICSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C22H25NO8
Molecular Weight 431.40 g/mol
Exact Mass 431.15801676 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 1.99
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3S)-3,6-dihydroxy-2-(2-hydroxypropan-2-yl)-8,9,11-trimethoxy-10-methyl-2,3-dihydrofuro[3,2-b]acridin-5-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7354 73.54%
Caco-2 + 0.6051 60.51%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.4678 46.78%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9018 90.18%
OATP1B3 inhibitior + 0.9382 93.82%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6116 61.16%
P-glycoprotein inhibitior - 0.4338 43.38%
P-glycoprotein substrate - 0.6269 62.69%
CYP3A4 substrate + 0.6362 63.62%
CYP2C9 substrate - 0.7979 79.79%
CYP2D6 substrate - 0.8505 85.05%
CYP3A4 inhibition - 0.7191 71.91%
CYP2C9 inhibition - 0.7283 72.83%
CYP2C19 inhibition + 0.6466 64.66%
CYP2D6 inhibition - 0.7796 77.96%
CYP1A2 inhibition + 0.7876 78.76%
CYP2C8 inhibition - 0.6189 61.89%
CYP inhibitory promiscuity + 0.6485 64.85%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Danger 0.3989 39.89%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.7376 73.76%
Skin irritation - 0.8363 83.63%
Skin corrosion - 0.9474 94.74%
Ames mutagenesis + 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6323 63.23%
Micronuclear + 0.7400 74.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.8733 87.33%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8216 82.16%
Acute Oral Toxicity (c) III 0.6934 69.34%
Estrogen receptor binding + 0.8654 86.54%
Androgen receptor binding - 0.4891 48.91%
Thyroid receptor binding + 0.7193 71.93%
Glucocorticoid receptor binding + 0.7846 78.46%
Aromatase binding + 0.7385 73.85%
PPAR gamma + 0.7732 77.32%
Honey bee toxicity - 0.7303 73.03%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity - 0.3903 39.03%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.64% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.69% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.33% 95.56%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 95.15% 80.78%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.25% 94.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.77% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.63% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.23% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.04% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.32% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.02% 99.23%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 87.97% 93.65%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.30% 89.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.16% 99.17%
CHEMBL2535 P11166 Glucose transporter 85.69% 98.75%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.54% 93.99%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 83.51% 90.93%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.53% 89.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.48% 92.62%
CHEMBL213 P08588 Beta-1 adrenergic receptor 82.21% 95.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.89% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.22% 97.14%

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.
Glycosmis parviflora

Cross-Links

Top
PubChem 10526664
LOTUS LTS0214654
wikiData Q105125784