PlantaeDB Logo
Login Sign-up

5-[6-[[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-hydroxy-8-methoxy-2-methylbenzo[g]chromen-4-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 c8d250c9-4639-4e57-a801-ef7568085b4d
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones > Naphthopyranone glycosides
IUPAC Name 5-[6-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-hydroxy-8-methoxy-2-methylbenzo[g]chromen-4-one
SMILES (Canonical) CC1=CC(=O)C2=C(C3=C(C=C(C=C3C=C2O1)OC)O)OC4C(C(C(C(O4)COC5C(C(CO5)(CO)O)O)O)O)O
SMILES (Isomeric) CC1=CC(=O)C2=C(C3=C(C=C(C=C3C=C2O1)OC)O)OC4C(C(C(C(O4)COC5C(C(CO5)(CO)O)O)O)O)O
InChI InChI=1S/C26H30O14/c1-10-3-13(28)18-15(38-10)5-11-4-12(35-2)6-14(29)17(11)22(18)40-24-21(32)20(31)19(30)16(39-24)7-36-25-23(33)26(34,8-27)9-37-25/h3-6,16,19-21,23-25,27,29-34H,7-9H2,1-2H3
InChI Key FKKPTUZRYGLMMA-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C26H30O14
Molecular Weight 566.50 g/mol
Exact Mass 566.16355563 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -1.39
H-Bond Acceptor 14
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 5-[6-[[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-hydroxy-8-methoxy-2-methylbenzo[g]chromen-4-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5599 55.99%
Caco-2 - 0.8664 86.64%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6282 62.82%
OATP2B1 inhibitior - 0.8505 85.05%
OATP1B1 inhibitior + 0.8888 88.88%
OATP1B3 inhibitior + 0.9541 95.41%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.5997 59.97%
P-glycoprotein inhibitior - 0.4596 45.96%
P-glycoprotein substrate + 0.5343 53.43%
CYP3A4 substrate + 0.6744 67.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8557 85.57%
CYP3A4 inhibition - 0.8939 89.39%
CYP2C9 inhibition - 0.9438 94.38%
CYP2C19 inhibition - 0.8834 88.34%
CYP2D6 inhibition - 0.8993 89.93%
CYP1A2 inhibition - 0.9098 90.98%
CYP2C8 inhibition + 0.6076 60.76%
CYP inhibitory promiscuity - 0.8780 87.80%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5816 58.16%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9290 92.90%
Skin irritation - 0.8171 81.71%
Skin corrosion - 0.9552 95.52%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3686 36.86%
Micronuclear - 0.5026 50.26%
Hepatotoxicity - 0.7823 78.23%
skin sensitisation - 0.8615 86.15%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.7133 71.33%
Acute Oral Toxicity (c) III 0.6019 60.19%
Estrogen receptor binding + 0.8107 81.07%
Androgen receptor binding + 0.6403 64.03%
Thyroid receptor binding + 0.5348 53.48%
Glucocorticoid receptor binding + 0.7340 73.40%
Aromatase binding + 0.6957 69.57%
PPAR gamma + 0.7538 75.38%
Honey bee toxicity - 0.7786 77.86%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7700 77.00%
Fish aquatic toxicity + 0.7139 71.39%

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 99.59% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.70% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.28% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.54% 99.15%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.11% 99.23%
CHEMBL4581 P52732 Kinesin-like protein 1 92.61% 93.18%
CHEMBL3401 O75469 Pregnane X receptor 92.06% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.61% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.22% 89.00%
CHEMBL2581 P07339 Cathepsin D 89.23% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.39% 86.33%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.01% 86.92%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.87% 92.94%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.79% 85.14%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.55% 97.36%
CHEMBL226 P30542 Adenosine A1 receptor 86.48% 95.93%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.45% 99.17%
CHEMBL1937 Q92769 Histone deacetylase 2 85.70% 94.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.80% 96.95%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.17% 95.83%
CHEMBL4208 P20618 Proteasome component C5 83.37% 90.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.19% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.04% 94.45%

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.
Senna macranthera var. pudibunda
Senna obtusifolia

Cross-Links

Top
PubChem 131752379
LOTUS LTS0218469
wikiData Q104397061