methyl (2S,3S,4S,5R,6R)-6-[[(3S,6aR,6bS,7R,8S,8aS,9R,10R,12aS,14aR,14bR)-7,8,9,10-tetrahydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-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: 56b1d14f-6eb7-479d-a752-c3c8bc252eca
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl (2S,3S,4S,5R,6R)-6-[[(3S,6aR,6bS,7R,8S,8aS,9R,10R,12aS,14aR,14bR)-7,8,9,10-tetrahydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-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
• SMILES (Canonical): CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(C(C(C2(C(C1O)O)CO)O)O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)OC)OC7C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C(C1CC[C@@]3([C@@H]2CC=C4[C@]3([C@H]([C@H]([C@@]5([C@H]4CC([C@H]([C@@H]5O)O)(C)C)CO)O)O)C)C)(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)OC)O[C@H]7[C@@H]([C@H]([C@@H](O7)CO)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O
• InChI: InChI=1S/C48H78O21/c1-43(2)15-20-19-9-10-24-45(5)13-12-25(44(3,4)23(45)11-14-46(24,6)47(19,7)36(59)38(61)48(20,18-51)37(60)35(43)58)66-42-33(68-41-30(56)28(54)26(52)21(16-49)64-41)31(57)32(34(69-42)39(62)63-8)67-40-29(55)27(53)22(17-50)65-40/h9,20-38,40-42,49-61H,10-18H2,1-8H3/t20-,21+,22-,23?,24+,25-,26+,27-,28-,29+,30+,31-,32-,33+,34-,35-,36-,37-,38+,40-,41-,42+,45-,46+,47-,48+/m0/s1
• InChI Key: HAKHPDLODDSOTK-XWMBHQINSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₈O₂₁
• Molecular Weight: 991.10 g/mol
• Exact Mass: 990.50355949 g/mol
• Topological Polar Surface Area (TPSA): 345.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -2.68
• H-Bond Acceptor: 21
• H-Bond Donor: 13
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8186	81.86%
Caco-2	-	0.8933	89.33%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8563	85.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7925	79.25%
OATP1B3 inhibitior	+	0.8146	81.46%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7112	71.12%
P-glycoprotein inhibitior	+	0.7506	75.06%
P-glycoprotein substrate	-	0.6402	64.02%
CYP3A4 substrate	+	0.7413	74.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.9425	94.25%
CYP2C9 inhibition	-	0.8658	86.58%
CYP2C19 inhibition	-	0.8906	89.06%
CYP2D6 inhibition	-	0.9307	93.07%
CYP1A2 inhibition	-	0.8942	89.42%
CYP2C8 inhibition	+	0.7082	70.82%
CYP inhibitory promiscuity	-	0.9071	90.71%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5257	52.57%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9041	90.41%
Skin irritation	-	0.6187	61.87%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7120	71.20%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8796	87.96%
skin sensitisation	-	0.8970	89.70%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6203	62.03%
Estrogen receptor binding	+	0.7968	79.68%
Androgen receptor binding	+	0.7638	76.38%
Thyroid receptor binding	-	0.5391	53.91%
Glucocorticoid receptor binding	+	0.7259	72.59%
Aromatase binding	+	0.6475	64.75%
PPAR gamma	+	0.7963	79.63%
Honey bee toxicity	-	0.6994	69.94%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9460	94.60%

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	98.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.77%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.27%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.17%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.77%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.36%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.41%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.62%	96.61%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.43%	94.33%
CHEMBL221	P23219	Cyclooxygenase-1	87.39%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.13%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.42%	91.07%
CHEMBL4208	P20618	Proteasome component C5	85.26%	90.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.65%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.56%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.07%	94.00%
CHEMBL2581	P07339	Cathepsin D	80.91%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.06%	95.50%

Plants that contains it

• Symplocos paniculata

Cross-Links

• PubChem: 44575722
• LOTUS: LTS0254765
• wikiData: Q105024927