Gmelinoside G

Details

• Internal ID: f751c6d0-679d-44a9-8882-56f4d904cbbc
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [(2S,3R,4R,5S,6S)-5-hydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-2-[[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-6-methyloxan-4-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)OC(=O)C=CC6=CC(=C(C=C6)O)OC)OC(=O)C=CC7=CC(=C(C=C7)O)OC)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]3C=CO[C@H]([C@@H]3[C@@]4([C@H]2O4)CO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)OC(=O)/C=C/C6=CC(=C(C=C6)O)OC)OC(=O)/C=C/C7=CC(=C(C=C7)O)OC)O
• InChI: InChI=1S/C41H48O20/c1-18-30(48)35(57-27(46)10-6-19-4-8-22(44)24(14-19)52-2)36(58-28(47)11-7-20-5-9-23(45)25(15-20)53-3)40(55-18)59-34-21-12-13-54-38(29(21)41(17-43)37(34)61-41)60-39-33(51)32(50)31(49)26(16-42)56-39/h4-15,18,21,26,29-40,42-45,48-51H,16-17H2,1-3H3/b10-6+,11-7+/t18-,21+,26+,29+,30-,31+,32-,33+,34-,35+,36+,37-,38-,39-,40-,41+/m0/s1
• InChI Key: YGLWPURSVTZTIE-UHHFCHTKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₈O₂₀
• Molecular Weight: 860.80 g/mol
• Exact Mass: 860.27389392 g/mol
• Topological Polar Surface Area (TPSA): 292.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.78
• H-Bond Acceptor: 20
• H-Bond Donor: 8
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5425	54.25%
Caco-2	-	0.8758	87.58%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.4986	49.86%
OATP2B1 inhibitior	-	0.7193	71.93%
OATP1B1 inhibitior	+	0.8212	82.12%
OATP1B3 inhibitior	+	0.9574	95.74%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7546	75.46%
P-glycoprotein inhibitior	+	0.7176	71.76%
P-glycoprotein substrate	+	0.5737	57.37%
CYP3A4 substrate	+	0.6978	69.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.8834	88.34%
CYP2C9 inhibition	-	0.8647	86.47%
CYP2C19 inhibition	-	0.8166	81.66%
CYP2D6 inhibition	-	0.9170	91.70%
CYP1A2 inhibition	-	0.8564	85.64%
CYP2C8 inhibition	+	0.7502	75.02%
CYP inhibitory promiscuity	-	0.7989	79.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5977	59.77%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9097	90.97%
Skin irritation	-	0.8043	80.43%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6776	67.76%
Micronuclear	+	0.5833	58.33%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8178	81.78%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8755	87.55%
Acute Oral Toxicity (c)	III	0.5060	50.60%
Estrogen receptor binding	+	0.7812	78.12%
Androgen receptor binding	+	0.6090	60.90%
Thyroid receptor binding	+	0.5958	59.58%
Glucocorticoid receptor binding	+	0.7004	70.04%
Aromatase binding	-	0.4927	49.27%
PPAR gamma	+	0.7402	74.02%
Honey bee toxicity	-	0.6966	69.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8943	89.43%

Targets

Proven Targets:

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	99.85%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.45%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.13%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.43%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.40%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.86%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	94.81%	91.49%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.42%	97.36%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.67%	92.94%
CHEMBL3194	P02766	Transthyretin	88.96%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.82%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.71%	85.14%
CHEMBL4208	P20618	Proteasome component C5	88.53%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.90%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	85.48%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.98%	94.45%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	82.27%	98.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.09%	80.78%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.43%	91.07%
CHEMBL2581	P07339	Cathepsin D	80.34%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.25%	95.89%

Plants that contains it

• Gmelina arborea

Cross-Links

• PubChem: 21635726
• LOTUS: LTS0254841
• wikiData: Q105348142