[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,2S,4S,5R,9S,10S,13R,14S)-2-hydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

Details

• Internal ID: b91bff4b-e9f4-4744-b88d-b0af14c91279
• 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] (1R,2S,4S,5R,9S,10S,13R,14S)-2-hydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
• InChI: InChI=1S/C26H42O9/c1-24-6-3-7-25(2,23(33)35-22-21(32)20(31)19(30)15(12-28)34-22)17(24)8-18(29)26-9-13(4-5-16(24)26)14(10-26)11-27/h13-22,27-32H,3-12H2,1-2H3/t13-,14-,15-,16+,17+,18+,19-,20+,21-,22+,24+,25-,26-/m1/s1
• InChI Key: ARWPYXKMKHEJGV-PJJQXYIRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₂O₉
• Molecular Weight: 498.60 g/mol
• Exact Mass: 498.28288291 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.32
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5755	57.55%
Caco-2	-	0.8275	82.75%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6733	67.33%
OATP2B1 inhibitior	-	0.7169	71.69%
OATP1B1 inhibitior	+	0.8579	85.79%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7784	77.84%
BSEP inhibitior	-	0.8261	82.61%
P-glycoprotein inhibitior	-	0.6428	64.28%
P-glycoprotein substrate	-	0.7156	71.56%
CYP3A4 substrate	+	0.6794	67.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8360	83.60%
CYP3A4 inhibition	-	0.9135	91.35%
CYP2C9 inhibition	-	0.8835	88.35%
CYP2C19 inhibition	-	0.8060	80.60%
CYP2D6 inhibition	-	0.9542	95.42%
CYP1A2 inhibition	-	0.8632	86.32%
CYP2C8 inhibition	+	0.4506	45.06%
CYP inhibitory promiscuity	-	0.9704	97.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7423	74.23%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9463	94.63%
Skin irritation	-	0.6789	67.89%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6818	68.18%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7301	73.01%
skin sensitisation	-	0.9362	93.62%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8658	86.58%
Acute Oral Toxicity (c)	I	0.4993	49.93%
Estrogen receptor binding	+	0.6577	65.77%
Androgen receptor binding	+	0.6492	64.92%
Thyroid receptor binding	-	0.5102	51.02%
Glucocorticoid receptor binding	+	0.6566	65.66%
Aromatase binding	+	0.6659	66.59%
PPAR gamma	-	0.5139	51.39%
Honey bee toxicity	-	0.7659	76.59%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6255	62.55%
Fish aquatic toxicity	+	0.8369	83.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.66%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.60%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.36%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.59%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	93.03%	98.10%
CHEMBL4040	P28482	MAP kinase ERK2	91.70%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.66%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.84%	93.04%
CHEMBL5255	O00206	Toll-like receptor 4	89.79%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.30%	96.61%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.05%	96.21%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.85%	95.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.92%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.51%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.17%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.61%	91.24%
CHEMBL2581	P07339	Cathepsin D	82.52%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	82.24%	91.19%
CHEMBL226	P30542	Adenosine A1 receptor	81.75%	95.93%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.67%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.64%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.55%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.10%	96.95%

Plants that contains it

• Annona glabra

Cross-Links

• PubChem: 118722179
• LOTUS: LTS0136425
• wikiData: Q104917611