(2S)-2beta-(3-Furyl)-1,4,4aalpha,5,6,6a,9,10,10aalpha,10b-decahydro-6aalpha,10bbeta-dimethyl-4-oxo-9alpha-[(beta-D-glucopyranosyl)oxy]-2H-naphtho[2,1-c]pyran-7-carboxylic acid methyl ester

Details

• Internal ID: e2cb9b45-7155-41a3-a1ad-ddad297ff4a3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: methyl 2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-9-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,4a,5,6,9,10,10a-octahydrobenzo[f]isochromene-7-carboxylate
• SMILES (Canonical): CC12CCC3C(=O)OC(CC3(C1CC(C=C2C(=O)OC)OC4C(C(C(C(O4)CO)O)O)O)C)C5=COC=C5
• SMILES (Isomeric): CC12CCC3C(=O)OC(CC3(C1CC(C=C2C(=O)OC)OC4C(C(C(C(O4)CO)O)O)O)C)C5=COC=C5
• InChI: InChI=1S/C27H36O11/c1-26-6-4-15-24(33)37-17(13-5-7-35-12-13)10-27(15,2)19(26)9-14(8-16(26)23(32)34-3)36-25-22(31)21(30)20(29)18(11-28)38-25/h5,7-8,12,14-15,17-22,25,28-31H,4,6,9-11H2,1-3H3
• InChI Key: MQTGQGFLTYWGDL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₆O₁₁
• Molecular Weight: 536.60 g/mol
• Exact Mass: 536.22576196 g/mol
• Topological Polar Surface Area (TPSA): 165.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.99
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8596	85.96%
Caco-2	-	0.8291	82.91%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8145	81.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6915	69.15%
OATP1B3 inhibitior	+	0.9275	92.75%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8027	80.27%
P-glycoprotein inhibitior	-	0.4340	43.40%
P-glycoprotein substrate	-	0.6196	61.96%
CYP3A4 substrate	+	0.7224	72.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8871	88.71%
CYP3A4 inhibition	-	0.7578	75.78%
CYP2C9 inhibition	-	0.8690	86.90%
CYP2C19 inhibition	-	0.9059	90.59%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.8674	86.74%
CYP2C8 inhibition	+	0.5989	59.89%
CYP inhibitory promiscuity	-	0.8332	83.32%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5750	57.50%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9405	94.05%
Skin irritation	-	0.6195	61.95%
Skin corrosion	-	0.9427	94.27%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8491	84.91%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.6201	62.01%
skin sensitisation	-	0.9190	91.90%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4868	48.68%
Acute Oral Toxicity (c)	I	0.7845	78.45%
Estrogen receptor binding	+	0.7574	75.74%
Androgen receptor binding	+	0.6676	66.76%
Thyroid receptor binding	-	0.4927	49.27%
Glucocorticoid receptor binding	+	0.7038	70.38%
Aromatase binding	+	0.5612	56.12%
PPAR gamma	+	0.6100	61.00%
Honey bee toxicity	-	0.7738	77.38%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9839	98.39%

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	98.98%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.66%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.53%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.76%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.77%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.58%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.52%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.34%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.32%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	85.34%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.30%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.22%	92.62%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.12%	86.92%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.09%	94.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.71%	95.83%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.39%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.89%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.75%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.35%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.07%	99.23%

Plants that contains it

• Artabotrys hexapetalus
• Fibraurea tinctoria
• Penianthus zenkeri
• Tinospora sagittata

Cross-Links

• PubChem: 85446211
• LOTUS: LTS0194341
• wikiData: Q105158693