methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10S,12aS,14aR,14bR)-10-[(2E)-3,7-dimethylocta-2,6-dienoyl]oxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylbutanoyl)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate

Details

• Internal ID: bd0991f4-4904-4ac6-888b-c7cc325ca1af
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10S,12aS,14aR,14bR)-10-[(2E)-3,7-dimethylocta-2,6-dienoyl]oxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylbutanoyl)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate
• InChI: InChI=1S/C63H100O22/c1-14-31(5)41(68)40-53(82-39(67)24-30(4)17-15-16-29(2)3)58(6,7)25-33-32-18-19-37-60(10)22-21-38(59(8,9)36(60)20-23-61(37,11)62(32,12)51(75)52(76)63(33,40)28-66)81-57-49(84-56-46(73)44(71)42(69)34(26-64)79-56)47(74)48(50(85-57)54(77)78-13)83-55-45(72)43(70)35(27-65)80-55/h16,18,24,31,33-38,40,42-53,55-57,64-66,69-76H,14-15,17,19-23,25-28H2,1-13H3/b30-24+/t31?,33-,34+,35-,36-,37+,38-,40-,42+,43-,44-,45+,46+,47-,48-,49+,50-,51-,52+,53-,55-,56-,57+,60-,61+,62-,63+/m0/s1
• InChI Key: UXBMNZZPDDMDQB-NWGXVRBZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₃H₁₀₀O₂₂
• Molecular Weight: 1209.50 g/mol
• Exact Mass: 1208.67062481 g/mol
• Topological Polar Surface Area (TPSA): 348.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 22
• H-Bond Donor: 11
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8817	88.17%
Caco-2	-	0.8637	86.37%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.8613	86.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7747	77.47%
OATP1B3 inhibitior	+	0.8748	87.48%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9841	98.41%
P-glycoprotein inhibitior	+	0.7448	74.48%
P-glycoprotein substrate	+	0.6829	68.29%
CYP3A4 substrate	+	0.7511	75.11%
CYP2C9 substrate	-	0.7960	79.60%
CYP2D6 substrate	-	0.8978	89.78%
CYP3A4 inhibition	-	0.7581	75.81%
CYP2C9 inhibition	-	0.8187	81.87%
CYP2C19 inhibition	-	0.8625	86.25%
CYP2D6 inhibition	-	0.9301	93.01%
CYP1A2 inhibition	-	0.8891	88.91%
CYP2C8 inhibition	+	0.8153	81.53%
CYP inhibitory promiscuity	-	0.8815	88.15%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4717	47.17%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.8976	89.76%
Skin irritation	-	0.5785	57.85%
Skin corrosion	-	0.9366	93.66%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7731	77.31%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7657	76.57%
skin sensitisation	-	0.9035	90.35%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5705	57.05%
Acute Oral Toxicity (c)	III	0.6370	63.70%
Estrogen receptor binding	+	0.7112	71.12%
Androgen receptor binding	+	0.7676	76.76%
Thyroid receptor binding	+	0.6503	65.03%
Glucocorticoid receptor binding	+	0.7934	79.34%
Aromatase binding	+	0.6725	67.25%
PPAR gamma	+	0.8049	80.49%
Honey bee toxicity	-	0.6139	61.39%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9739	97.39%

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	99.43%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.00%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.92%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.60%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	94.82%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.57%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	92.04%	94.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.18%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.51%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.40%	95.50%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	88.97%	97.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.12%	93.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.99%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.91%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.63%	91.07%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.58%	96.21%
CHEMBL3401	O75469	Pregnane X receptor	86.97%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.22%	97.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.04%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.99%	92.62%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.18%	91.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.56%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.14%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.02%	95.50%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.99%	95.71%
CHEMBL5255	O00206	Toll-like receptor 4	82.60%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.55%	86.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.18%	96.90%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.54%	97.50%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.07%	85.30%
CHEMBL4208	P20618	Proteasome component C5	81.01%	90.00%

Plants that contains it

• Symplocos paniculata

Cross-Links

• PubChem: 101371233
• LOTUS: LTS0089557
• wikiData: Q105280694