[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl] 12-hydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

Details

• Internal ID: ad8e5de3-67e6-4684-8426-eb096092ea76
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides > Steviol glycosides
• IUPAC Name: [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 12-hydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
• InChI: InChI=1S/C26H38O9/c1-12-13-10-26(21(12)32)8-5-16-24(2,17(26)9-14(13)28)6-4-7-25(16,3)23(33)35-22-20(31)19(30)18(29)15(11-27)34-22/h13-20,22,27-31H,1,4-11H2,2-3H3
• InChI Key: KACBWVOQGWAFAQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₉
• Molecular Weight: 494.60 g/mol
• Exact Mass: 494.25158279 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.45
• H-Bond Acceptor: 9
• 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	+	0.7851	78.51%
Caco-2	-	0.8086	80.86%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7603	76.03%
OATP2B1 inhibitior	-	0.7174	71.74%
OATP1B1 inhibitior	+	0.8032	80.32%
OATP1B3 inhibitior	+	0.9427	94.27%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6975	69.75%
BSEP inhibitior	-	0.7920	79.20%
P-glycoprotein inhibitior	-	0.5546	55.46%
P-glycoprotein substrate	-	0.7616	76.16%
CYP3A4 substrate	+	0.7065	70.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8575	85.75%
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	+	0.4523	45.23%
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	-	0.9492	94.92%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9377	93.77%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7148	71.48%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7827	78.27%
skin sensitisation	-	0.9109	91.09%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7406	74.06%
Acute Oral Toxicity (c)	III	0.3955	39.55%
Estrogen receptor binding	+	0.7233	72.33%
Androgen receptor binding	+	0.6520	65.20%
Thyroid receptor binding	-	0.4890	48.90%
Glucocorticoid receptor binding	+	0.6571	65.71%
Aromatase binding	+	0.6054	60.54%
PPAR gamma	+	0.6006	60.06%
Honey bee toxicity	-	0.7391	73.91%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.22%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.49%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.77%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.79%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.56%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.46%	93.04%
CHEMBL237	P41145	Kappa opioid receptor	87.52%	98.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.51%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.49%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.47%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	87.28%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.79%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	86.56%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.46%	96.61%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.35%	96.77%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.18%	91.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.93%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.85%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.02%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.98%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.55%	94.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.32%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.21%	85.14%

Plants that contains it

• Stevia ovata

Cross-Links

• PubChem: 163081748
• LOTUS: LTS0051741
• wikiData: Q105137771