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

Details

• Internal ID: 14bd8456-d4a1-4c27-9f18-d9d267843052
• 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,4S,5R,9S,10S,13R,15R)-5,9-dimethyl-14-methylidene-15-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxytetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
• SMILES (Canonical): CC12CCCC(C1CCC34C2CCC(C3)C(=C)C4OC5C(C(C(CO5)O)O)O)(C)C(=O)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): C[C@@]12CCC[C@@]([C@H]1CC[C@]34[C@H]2CC[C@H](C3)C(=C)[C@H]4O[C@H]5[C@@H]([C@H]([C@H](CO5)O)O)O)(C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C31H48O12/c1-14-15-5-6-19-29(2)8-4-9-30(3,28(39)43-27-24(38)22(36)21(35)17(12-32)41-27)18(29)7-10-31(19,11-15)25(14)42-26-23(37)20(34)16(33)13-40-26/h15-27,32-38H,1,4-13H2,2-3H3/t15-,16+,17-,18+,19+,20+,21-,22+,23-,24-,25-,26+,27+,29-,30-,31-/m1/s1
• InChI Key: KXWBAYNSAUYVAQ-GJQYCYSWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₈O₁₂
• Molecular Weight: 612.70 g/mol
• Exact Mass: 612.31457696 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -0.27
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6945	69.45%
Caco-2	-	0.8678	86.78%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7110	71.10%
OATP2B1 inhibitior	-	0.5837	58.37%
OATP1B1 inhibitior	+	0.8337	83.37%
OATP1B3 inhibitior	+	0.9085	90.85%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7129	71.29%
BSEP inhibitior	-	0.6255	62.55%
P-glycoprotein inhibitior	+	0.5839	58.39%
P-glycoprotein substrate	-	0.6249	62.49%
CYP3A4 substrate	+	0.7061	70.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.9378	93.78%
CYP2C9 inhibition	-	0.8798	87.98%
CYP2C19 inhibition	-	0.8716	87.16%
CYP2D6 inhibition	-	0.9345	93.45%
CYP1A2 inhibition	-	0.8804	88.04%
CYP2C8 inhibition	+	0.4634	46.34%
CYP inhibitory promiscuity	-	0.9577	95.77%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7007	70.07%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9256	92.56%
Skin irritation	-	0.5526	55.26%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7668	76.68%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8077	80.77%
skin sensitisation	-	0.8964	89.64%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8499	84.99%
Acute Oral Toxicity (c)	I	0.5424	54.24%
Estrogen receptor binding	+	0.6927	69.27%
Androgen receptor binding	+	0.6525	65.25%
Thyroid receptor binding	-	0.5586	55.86%
Glucocorticoid receptor binding	+	0.5773	57.73%
Aromatase binding	+	0.6114	61.14%
PPAR gamma	+	0.6029	60.29%
Honey bee toxicity	-	0.7535	75.35%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7005	70.05%
Fish aquatic toxicity	+	0.9652	96.52%

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	97.27%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.01%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.38%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	92.33%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.15%	96.61%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.72%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.41%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	88.24%	98.10%
CHEMBL4040	P28482	MAP kinase ERK2	88.19%	83.82%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.14%	96.77%
CHEMBL2581	P07339	Cathepsin D	87.88%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	87.44%	92.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.44%	96.38%
CHEMBL1977	P11473	Vitamin D receptor	85.23%	99.43%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.15%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.25%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.02%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	82.62%	95.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.04%	97.14%
CHEMBL259	P32245	Melanocortin receptor 4	81.41%	95.38%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.28%	94.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.84%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.70%	94.75%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.05%	96.33%

Plants that contains it

• Tephroseris rufa

Cross-Links

• PubChem: 162922921
• LOTUS: LTS0030237
• wikiData: Q105147556