[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl] 1,10,11-trihydroxy-1,2,6a,6b,9,12a-hexamethyl-9-(sulfooxymethyl)-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 7fdf93b5-79af-4bea-b59a-fada5d216102
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 1,10,11-trihydroxy-1,2,6a,6b,9,12a-hexamethyl-9-(sulfooxymethyl)-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)COS(=O)(=O)O)O)O)C)C)C2C1(C)O)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)COS(=O)(=O)O)O)O)C)C)C2C1(C)O)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O
• InChI: InChI=1S/C36H58O14S/c1-18-9-12-36(30(43)50-29-26(41)25(40)24(39)21(16-37)49-29)14-13-33(4)19(27(36)35(18,6)44)7-8-23-31(2)15-20(38)28(42)32(3,17-48-51(45,46)47)22(31)10-11-34(23,33)5/h7,18,20-29,37-42,44H,8-17H2,1-6H3,(H,45,46,47)
• InChI Key: XBNZAVUJFGQQSI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₈O₁₄S
• Molecular Weight: 746.90 g/mol
• Exact Mass: 746.35472769 g/mol
• Topological Polar Surface Area (TPSA): 249.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.23
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8106	81.06%
Caco-2	-	0.8640	86.40%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5342	53.42%
OATP2B1 inhibitior	-	0.8629	86.29%
OATP1B1 inhibitior	+	0.8378	83.78%
OATP1B3 inhibitior	+	0.9166	91.66%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6798	67.98%
BSEP inhibitior	+	0.5627	56.27%
P-glycoprotein inhibitior	+	0.7367	73.67%
P-glycoprotein substrate	-	0.5285	52.85%
CYP3A4 substrate	+	0.7207	72.07%
CYP2C9 substrate	-	0.8001	80.01%
CYP2D6 substrate	-	0.8650	86.50%
CYP3A4 inhibition	-	0.7967	79.67%
CYP2C9 inhibition	-	0.7711	77.11%
CYP2C19 inhibition	-	0.7271	72.71%
CYP2D6 inhibition	-	0.8697	86.97%
CYP1A2 inhibition	-	0.7383	73.83%
CYP2C8 inhibition	+	0.6462	64.62%
CYP inhibitory promiscuity	-	0.9277	92.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5700	57.00%
Carcinogenicity (trinary)	Non-required	0.6088	60.88%
Eye corrosion	-	0.9789	97.89%
Eye irritation	-	0.9148	91.48%
Skin irritation	-	0.7476	74.76%
Skin corrosion	-	0.9054	90.54%
Ames mutagenesis	-	0.7970	79.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6804	68.04%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8395	83.95%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6782	67.82%
Acute Oral Toxicity (c)	III	0.6040	60.40%
Estrogen receptor binding	+	0.6656	66.56%
Androgen receptor binding	+	0.7494	74.94%
Thyroid receptor binding	-	0.5830	58.30%
Glucocorticoid receptor binding	+	0.6994	69.94%
Aromatase binding	+	0.6034	60.34%
PPAR gamma	+	0.6893	68.93%
Honey bee toxicity	-	0.7397	73.97%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6305	63.05%
Fish aquatic toxicity	+	0.9857	98.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.96%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.13%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.91%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	92.08%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.81%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.08%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.63%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.57%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.55%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.57%	92.94%
CHEMBL5255	O00206	Toll-like receptor 4	86.21%	92.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.17%	97.25%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.79%	96.90%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.78%	86.92%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.49%	95.83%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.01%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.51%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.42%	97.36%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.99%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.94%	94.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.64%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.81%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	80.92%	91.19%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.47%	91.24%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.44%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.43%	100.00%

Plants that contains it

• Melissa officinalis

Cross-Links

• PubChem: 74975956
• LOTUS: LTS0248620
• wikiData: Q105324602