[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S,4aS,6aR,10aS,10bS)-2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-1,2,4a,5,6,9,10,10a-octahydrobenzo[f]isochromene-7-carboxylate

Details

• Internal ID: 199df74b-060c-48f2-96aa-0b533c55ea64
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S,4aS,6aR,10aS,10bS)-2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-1,2,4a,5,6,9,10,10a-octahydrobenzo[f]isochromene-7-carboxylate
• InChI: InChI=1S/C26H34O10/c1-25-8-6-15-22(31)34-16(13-7-9-33-12-13)10-26(15,2)18(25)5-3-4-14(25)23(32)36-24-21(30)20(29)19(28)17(11-27)35-24/h4,7,9,12,15-21,24,27-30H,3,5-6,8,10-11H2,1-2H3/t15-,16+,17-,18-,19-,20+,21-,24+,25+,26-/m1/s1
• InChI Key: RETJNOLVDRGHMX-TXUSJQNKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₁₀
• Molecular Weight: 506.50 g/mol
• Exact Mass: 506.21519728 g/mol
• Topological Polar Surface Area (TPSA): 156.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8608	86.08%
Caco-2	-	0.8461	84.61%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8691	86.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7352	73.52%
OATP1B3 inhibitior	+	0.9177	91.77%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5580	55.80%
P-glycoprotein inhibitior	-	0.5308	53.08%
P-glycoprotein substrate	-	0.6943	69.43%
CYP3A4 substrate	+	0.6949	69.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8775	87.75%
CYP3A4 inhibition	-	0.7628	76.28%
CYP2C9 inhibition	-	0.8707	87.07%
CYP2C19 inhibition	-	0.9160	91.60%
CYP2D6 inhibition	-	0.9276	92.76%
CYP1A2 inhibition	-	0.8469	84.69%
CYP2C8 inhibition	+	0.5486	54.86%
CYP inhibitory promiscuity	-	0.7898	78.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6046	60.46%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9540	95.40%
Skin irritation	-	0.6055	60.55%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.7640	76.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7671	76.71%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.6126	61.26%
skin sensitisation	-	0.9184	91.84%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6531	65.31%
Acute Oral Toxicity (c)	I	0.8132	81.32%
Estrogen receptor binding	+	0.7606	76.06%
Androgen receptor binding	+	0.6720	67.20%
Thyroid receptor binding	-	0.5450	54.50%
Glucocorticoid receptor binding	+	0.7102	71.02%
Aromatase binding	+	0.5932	59.32%
PPAR gamma	+	0.5809	58.09%
Honey bee toxicity	-	0.8089	80.89%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.9919	99.19%

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	98.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.43%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.73%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.91%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	90.17%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.06%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.04%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.37%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.27%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.09%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.42%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.71%	98.95%
CHEMBL237	P41145	Kappa opioid receptor	84.80%	98.10%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.51%	97.36%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.01%	91.24%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.14%	95.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.06%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.86%	95.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.49%	94.23%

Plants that contains it

• Penianthus zenkeri

Cross-Links

• PubChem: 15694360
• LOTUS: LTS0183777
• wikiData: Q105235088