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

Details

• Internal ID: 18e81447-a8ff-4577-ba5b-8338c39c229f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides > Steviol glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,2R,4S,5R,9S,10S,13R)-2-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
• SMILES (Canonical): CC12CCCC(C1CC(C34C2CCC(C3)C(=C)C4)O)(C)C(=O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): C[C@@]12CCC[C@@]([C@H]1C[C@H]([C@]34[C@H]2CC[C@H](C3)C(=C)C4)O)(C)C(=O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C26H40O8/c1-13-10-26-11-14(13)5-6-16(26)24(2)7-4-8-25(3,17(24)9-18(26)28)23(32)34-22-21(31)20(30)19(29)15(12-27)33-22/h14-22,27-31H,1,4-12H2,2-3H3/t14-,15-,16+,17+,18-,19-,20+,21-,22+,24+,25-,26+/m1/s1
• InChI Key: TUMAVTPFEIQOKS-HOSQFIAOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₀O₈
• Molecular Weight: 480.60 g/mol
• Exact Mass: 480.27231823 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.27
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8210	82.10%
Caco-2	-	0.7868	78.68%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7127	71.27%
OATP2B1 inhibitior	-	0.7179	71.79%
OATP1B1 inhibitior	+	0.8492	84.92%
OATP1B3 inhibitior	+	0.9250	92.50%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7422	74.22%
BSEP inhibitior	-	0.7605	76.05%
P-glycoprotein inhibitior	-	0.6179	61.79%
P-glycoprotein substrate	-	0.6966	69.66%
CYP3A4 substrate	+	0.6843	68.43%
CYP2C9 substrate	-	0.8056	80.56%
CYP2D6 substrate	-	0.8402	84.02%
CYP3A4 inhibition	-	0.8642	86.42%
CYP2C9 inhibition	-	0.8166	81.66%
CYP2C19 inhibition	-	0.8382	83.82%
CYP2D6 inhibition	-	0.9309	93.09%
CYP1A2 inhibition	-	0.8055	80.55%
CYP2C8 inhibition	+	0.4818	48.18%
CYP inhibitory promiscuity	-	0.9264	92.64%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7498	74.98%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9431	94.31%
Skin irritation	+	0.4897	48.97%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.8070	80.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7905	79.05%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7801	78.01%
skin sensitisation	-	0.8968	89.68%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7889	78.89%
Acute Oral Toxicity (c)	I	0.4346	43.46%
Estrogen receptor binding	+	0.6291	62.91%
Androgen receptor binding	+	0.6583	65.83%
Thyroid receptor binding	+	0.5230	52.30%
Glucocorticoid receptor binding	+	0.6835	68.35%
Aromatase binding	+	0.6307	63.07%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8070	80.70%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9766	97.66%

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	98.48%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.57%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.72%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.23%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.92%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.84%	96.21%
CHEMBL237	P41145	Kappa opioid receptor	91.55%	98.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.88%	95.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.39%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	85.90%	92.50%
CHEMBL2581	P07339	Cathepsin D	85.48%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.09%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.98%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.73%	96.38%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.38%	93.04%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.50%	91.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.02%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.04%	92.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.36%	100.00%

Plants that contains it

• Ipomoea nil

Cross-Links

• PubChem: 44179027
• LOTUS: LTS0112423
• wikiData: Q105264843