[(2R,3S,4S,5R,6R)-6-[[(3S,3aR,4S,9aR,9bR)-4-hydroxy-3,6-dimethyl-2-oxo-3a,4,5,7,9a,9b-hexahydro-3H-azuleno[8,7-b]furan-9-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 2-(4-hydroxyphenyl)acetate

Details

Top
Internal ID 57a5791e-7b3c-498a-962a-b788054f5b8b
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name [(2R,3S,4S,5R,6R)-6-[[(3S,3aR,4S,9aR,9bR)-4-hydroxy-3,6-dimethyl-2-oxo-3a,4,5,7,9a,9b-hexahydro-3H-azuleno[8,7-b]furan-9-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 2-(4-hydroxyphenyl)acetate
SMILES (Canonical) CC1C2C(CC(=C3CC=C(C3C2OC1=O)COC4C(C(C(C(O4)COC(=O)CC5=CC=C(C=C5)O)O)O)O)C)O
SMILES (Isomeric) C[C@H]1[C@@H]2[C@H](CC(=C3CC=C([C@@H]3[C@H]2OC1=O)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)CC5=CC=C(C=C5)O)O)O)O)C)O
InChI InChI=1S/C29H36O11/c1-13-9-19(31)22-14(2)28(36)40-27(22)23-16(5-8-18(13)23)11-38-29-26(35)25(34)24(33)20(39-29)12-37-21(32)10-15-3-6-17(30)7-4-15/h3-7,14,19-20,22-27,29-31,33-35H,8-12H2,1-2H3/t14-,19-,20+,22+,23-,24+,25-,26+,27-,29+/m0/s1
InChI Key VKVWKJOINFYMQJ-GOZBDGMGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C29H36O11
Molecular Weight 560.60 g/mol
Exact Mass 560.22576196 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP -0.30
Atomic LogP (AlogP) 0.51
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2R,3S,4S,5R,6R)-6-[[(3S,3aR,4S,9aR,9bR)-4-hydroxy-3,6-dimethyl-2-oxo-3a,4,5,7,9a,9b-hexahydro-3H-azuleno[8,7-b]furan-9-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 2-(4-hydroxyphenyl)acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8989 89.89%
Caco-2 - 0.8830 88.30%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7639 76.39%
OATP2B1 inhibitior - 0.8641 86.41%
OATP1B1 inhibitior + 0.8379 83.79%
OATP1B3 inhibitior + 0.9420 94.20%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6427 64.27%
P-glycoprotein inhibitior - 0.4718 47.18%
P-glycoprotein substrate - 0.5126 51.26%
CYP3A4 substrate + 0.6893 68.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8753 87.53%
CYP3A4 inhibition - 0.5707 57.07%
CYP2C9 inhibition - 0.8317 83.17%
CYP2C19 inhibition - 0.7822 78.22%
CYP2D6 inhibition - 0.8803 88.03%
CYP1A2 inhibition - 0.7676 76.76%
CYP2C8 inhibition + 0.6479 64.79%
CYP inhibitory promiscuity - 0.8547 85.47%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5864 58.64%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9404 94.04%
Skin irritation - 0.7084 70.84%
Skin corrosion - 0.9395 93.95%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5814 58.14%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.5523 55.23%
skin sensitisation - 0.8468 84.68%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.5528 55.28%
Acute Oral Toxicity (c) I 0.4023 40.23%
Estrogen receptor binding + 0.7477 74.77%
Androgen receptor binding + 0.6693 66.93%
Thyroid receptor binding - 0.5427 54.27%
Glucocorticoid receptor binding + 0.6660 66.60%
Aromatase binding + 0.5758 57.58%
PPAR gamma + 0.5923 59.23%
Honey bee toxicity - 0.7257 72.57%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6050 60.50%
Fish aquatic toxicity + 0.9962 99.62%

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 97.54% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.66% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.29% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.65% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 91.97% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.63% 99.17%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 89.28% 94.80%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.85% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.38% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.25% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.02% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.85% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.42% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.38% 97.09%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 84.24% 85.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.06% 90.71%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 83.54% 90.93%
CHEMBL5255 O00206 Toll-like receptor 4 81.47% 92.50%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 80.21% 93.65%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 80.17% 82.38%

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.
Crepidiastrum lanceolatum

Cross-Links

Top
PubChem 101176808
LOTUS LTS0221025
wikiData Q104399039