[(2S,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-5-[(3S)-3-[(3S)-3-[(3S)-3-hydroxybutanoyl]oxybutanoyl]oxybutanoyl]oxy-6-methyloxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: b5144283-6278-407f-a95d-c3f949cfb16f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-5-[(3S)-3-[(3S)-3-[(3S)-3-hydroxybutanoyl]oxybutanoyl]oxybutanoyl]oxy-6-methyloxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• InChI: InChI=1S/C65H104O28/c1-27(67)19-40(71)84-28(2)20-41(72)85-29(3)21-42(73)89-52-32(6)88-58(53(50(52)81)91-56-49(80)46(77)51(31(5)87-56)90-55-47(78)44(75)36(69)25-83-55)93-59(82)65-18-17-60(7,8)22-34(65)33-13-14-38-61(9)23-35(68)54(92-57-48(79)45(76)43(74)30(4)86-57)62(10,26-66)37(61)15-16-63(38,11)64(33,12)24-39(65)70/h13,27-32,34-39,43-58,66-70,74-81H,14-26H2,1-12H3/t27-,28-,29-,30-,31-,32+,34-,35-,36+,37+,38+,39+,43-,44-,45+,46-,47+,48+,49+,50-,51-,52-,53+,54-,55-,56-,57-,58-,61-,62-,63+,64+,65+/m0/s1
• InChI Key: KQMYBSQTPZRVGO-CKHGDPAISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₅H₁₀₄O₂₈
• Molecular Weight: 1333.50 g/mol
• Exact Mass: 1332.67141266 g/mol
• Topological Polar Surface Area (TPSA): 433.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.43
• H-Bond Acceptor: 28
• H-Bond Donor: 13
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8618	86.18%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7640	76.40%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9798	97.98%
P-glycoprotein inhibitior	+	0.7434	74.34%
P-glycoprotein substrate	+	0.7342	73.42%
CYP3A4 substrate	+	0.7415	74.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.7766	77.66%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8966	89.66%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6178	61.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7395	73.95%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7421	74.21%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5240	52.40%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.6802	68.02%
Androgen receptor binding	+	0.7620	76.20%
Thyroid receptor binding	+	0.6982	69.82%
Glucocorticoid receptor binding	+	0.8126	81.26%
Aromatase binding	+	0.6794	67.94%
PPAR gamma	+	0.8267	82.67%
Honey bee toxicity	-	0.6680	66.80%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9585	95.85%

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	98.08%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	97.49%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.43%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.89%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.54%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.25%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.77%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.34%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.43%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.33%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.50%	95.17%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	87.41%	92.78%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	86.92%	91.65%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.91%	97.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.87%	95.89%
CHEMBL2581	P07339	Cathepsin D	86.67%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.28%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.91%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.75%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.95%	95.89%
CHEMBL5028	O14672	ADAM10	83.90%	97.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.76%	86.92%
CHEMBL4302	P08183	P-glycoprotein 1	83.10%	92.98%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	82.53%	87.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.37%	92.62%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.30%	94.33%
CHEMBL3310	Q96DB2	Histone deacetylase 11	81.21%	88.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.62%	96.61%

Plants that contains it

• Bellis perennis

Cross-Links

• PubChem: 101843603
• LOTUS: LTS0266908
• wikiData: Q105144630