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

Details

• Internal ID: e6a770c6-91cc-4dd0-a9ba-4f7fa7904e9f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides > Steviol glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1S,4S,5R,6S,9S,10R,13R)-6-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
• SMILES (Canonical): CC12CCC(C(C1CCC34C2CCC(C3)C(=C)C4)(C)C(=O)OC5C(C(C(C(O5)COC6C(C(CO6)(CO)O)O)O)O)O)O
• SMILES (Isomeric): C[C@@]12CC[C@@H]([C@]([C@H]1CC[C@]34[C@H]2CC[C@H](C3)C(=C)C4)(C)C(=O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@H]6[C@@H]([C@](CO6)(CO)O)O)O)O)O)O
• InChI: InChI=1S/C31H48O12/c1-15-10-30-9-6-18-28(2,19(30)5-4-16(15)11-30)8-7-20(33)29(18,3)27(38)43-25-23(36)22(35)21(34)17(42-25)12-40-26-24(37)31(39,13-32)14-41-26/h16-26,32-37,39H,1,4-14H2,2-3H3/t16-,17-,18+,19+,20+,21-,22+,23-,24+,25+,26-,28-,29-,30-,31-/m1/s1
• InChI Key: YGCUCGLQSJKAIF-JHCBPQDYSA-N
• Popularity: 1 reference 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: 1.10
• Atomic LogP (AlogP): -0.27
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7495	74.95%
Caco-2	-	0.8646	86.46%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7294	72.94%
OATP2B1 inhibitior	-	0.5871	58.71%
OATP1B1 inhibitior	+	0.8856	88.56%
OATP1B3 inhibitior	+	0.9384	93.84%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6786	67.86%
P-glycoprotein inhibitior	+	0.5724	57.24%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7264	72.64%
CYP2C9 substrate	-	0.8031	80.31%
CYP2D6 substrate	-	0.8593	85.93%
CYP3A4 inhibition	-	0.9095	90.95%
CYP2C9 inhibition	-	0.8784	87.84%
CYP2C19 inhibition	-	0.8727	87.27%
CYP2D6 inhibition	-	0.9275	92.75%
CYP1A2 inhibition	-	0.8772	87.72%
CYP2C8 inhibition	+	0.6144	61.44%
CYP inhibitory promiscuity	-	0.9429	94.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6472	64.72%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9362	93.62%
Skin irritation	-	0.5311	53.11%
Skin corrosion	-	0.9372	93.72%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8460	84.60%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7449	74.49%
skin sensitisation	-	0.8941	89.41%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7035	70.35%
Acute Oral Toxicity (c)	I	0.5905	59.05%
Estrogen receptor binding	+	0.7363	73.63%
Androgen receptor binding	+	0.6880	68.80%
Thyroid receptor binding	-	0.5354	53.54%
Glucocorticoid receptor binding	-	0.4733	47.33%
Aromatase binding	+	0.6466	64.66%
PPAR gamma	+	0.5558	55.58%
Honey bee toxicity	-	0.7448	74.48%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.9714	97.14%

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	97.39%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.26%	95.93%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.08%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.75%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.90%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.39%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.25%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.74%	96.77%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.38%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.85%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.48%	100.00%
CHEMBL2581	P07339	Cathepsin D	86.57%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.44%	95.56%
CHEMBL4302	P08183	P-glycoprotein 1	85.29%	92.98%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.25%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	84.62%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.14%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.30%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.61%	91.24%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.19%	95.83%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.04%	97.36%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.88%	92.32%
CHEMBL5957	P21589	5'-nucleotidase	81.09%	97.78%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.01%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.69%	96.90%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.41%	82.50%

Plants that contains it

• Neocussonia longipedicellata

Cross-Links

• PubChem: 102303560
• NPASS: NPC271131
• LOTUS: LTS0053664
• wikiData: Q105348012