[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9R,10R,11S,13S)-10,11-dihydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

Details

• Internal ID: da29f266-c4c0-4f68-9355-2b8905ac846a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides > Steviol glycosides
• IUPAC Name: [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9R,10R,11S,13S)-10,11-dihydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
• SMILES (Canonical): CC1(CCCC2(C1CCC34C2(C(CC(C3)C(=C)C4=O)O)O)C)C(=O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): C[C@]1(CCC[C@@]2([C@@H]1CC[C@]34[C@]2([C@H](C[C@H](C3)C(=C)C4=O)O)O)C)C(=O)O[C@@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C26H38O10/c1-12-13-9-16(28)26(34)24(3)7-4-6-23(2,15(24)5-8-25(26,10-13)20(12)32)22(33)36-21-19(31)18(30)17(29)14(11-27)35-21/h13-19,21,27-31,34H,1,4-11H2,2-3H3/t13-,14-,15-,16+,17-,18+,19-,21-,23-,24-,25+,26-/m1/s1
• InChI Key: OQZUFKKMWLOWKV-ZFZFHUQUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₁₀
• Molecular Weight: 510.60 g/mol
• Exact Mass: 510.24649740 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.44
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7851	78.51%
Caco-2	-	0.7951	79.51%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7603	76.03%
OATP2B1 inhibitior	-	0.7183	71.83%
OATP1B1 inhibitior	+	0.8290	82.90%
OATP1B3 inhibitior	+	0.9427	94.27%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6975	69.75%
BSEP inhibitior	-	0.8369	83.69%
P-glycoprotein inhibitior	-	0.6080	60.80%
P-glycoprotein substrate	-	0.6791	67.91%
CYP3A4 substrate	+	0.7044	70.44%
CYP2C9 substrate	-	0.8049	80.49%
CYP2D6 substrate	-	0.8626	86.26%
CYP3A4 inhibition	-	0.7856	78.56%
CYP2C9 inhibition	-	0.8060	80.60%
CYP2C19 inhibition	-	0.8707	87.07%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	-	0.8353	83.53%
CYP2C8 inhibition	-	0.5659	56.59%
CYP inhibitory promiscuity	-	0.9434	94.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7556	75.56%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9411	94.11%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9377	93.77%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6638	66.38%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7516	75.16%
skin sensitisation	-	0.9109	91.09%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5663	56.63%
Acute Oral Toxicity (c)	III	0.3955	39.55%
Estrogen receptor binding	+	0.7173	71.73%
Androgen receptor binding	+	0.7364	73.64%
Thyroid receptor binding	-	0.5060	50.60%
Glucocorticoid receptor binding	+	0.6697	66.97%
Aromatase binding	+	0.6668	66.68%
PPAR gamma	+	0.5422	54.22%
Honey bee toxicity	-	0.8205	82.05%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9835	98.35%

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	98.00%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.41%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.17%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.97%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	91.78%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.85%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.99%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.83%	95.93%
CHEMBL5255	O00206	Toll-like receptor 4	87.59%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.96%	96.61%
CHEMBL2581	P07339	Cathepsin D	86.64%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.91%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.59%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.39%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.25%	85.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.23%	95.83%
CHEMBL259	P32245	Melanocortin receptor 4	83.09%	95.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.78%	95.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.73%	91.24%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.09%	93.04%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.57%	94.33%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.39%	97.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.34%	96.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.27%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.25%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.08%	92.62%

Plants that contains it

• Adenostemma lavenia

Cross-Links

• PubChem: 163068866
• LOTUS: LTS0033470
• wikiData: Q105197346