(2R,3S,4S,4aR,6aR,6bS,8aS,11R,12R,12aS,14aR,14bS)-3-[(2R,3R,4S,4aR,6aR,6bS,8aS,11R,12R,12aS,14aR,14bS)-2,3,12-trihydroxy-4,6a,6b,11,12,14b-hexamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(methoxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,11,12a,14,14a-tetradecahydropicene-4-carbonyl]oxy-2,12-dihydroxy-4-(hydroxymethyl)-6a,6b,11,12,14b-pentamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,11,12a,14,14a-tetradecahydropicene-4-carboxylic acid

Details

• Internal ID: 7f138fe1-65ea-4ef9-b182-0ef593a575ac
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3S,4S,4aR,6aR,6bS,8aS,11R,12R,12aS,14aR,14bS)-3-[(2R,3R,4S,4aR,6aR,6bS,8aS,11R,12R,12aS,14aR,14bS)-2,3,12-trihydroxy-4,6a,6b,11,12,14b-hexamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(methoxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,11,12a,14,14a-tetradecahydropicene-4-carbonyl]oxy-2,12-dihydroxy-4-(hydroxymethyl)-6a,6b,11,12,14b-pentamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,11,12a,14,14a-tetradecahydropicene-4-carboxylic acid
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(CO)C(=O)O)OC(=O)C6(C7CCC8(C(C7(CC(C6O)O)C)CC=C9C8(CCC3(C9C(C(CC3)C)(C)O)C(=O)OC3C(C(C(C(O3)COC)O)O)O)C)C)C)O)C)C)C2C1(C)O)C)C(=O)OC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@]4(C[C@H]([C@H]([C@]5(CO)C(=O)O)OC(=O)[C@]6([C@@H]7CC[C@@]8([C@@H]([C@@]7(C[C@H]([C@@H]6O)O)C)CC=C9[C@]8(CC[C@@]3([C@H]9[C@]([C@@H](CC3)C)(C)O)C(=O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC)O)O)O)C)C)C)O)C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C73H112O24/c1-34-17-23-71(60(88)96-56-50(82)48(80)46(78)40(31-74)93-56)28-26-65(6)37(53(71)70(34,11)91)14-16-43-63(4)30-39(77)55(73(33-75,58(85)86)45(63)20-22-67(43,65)8)95-59(87)68(9)44-19-21-66(7)42(62(44,3)29-38(76)54(68)84)15-13-36-52-69(10,90)35(2)18-24-72(52,27-25-64(36,66)5)61(89)97-57-51(83)49(81)47(79)41(94-57)32-92-12/h13-14,34-35,38-57,74-84,90-91H,15-33H2,1-12H3,(H,85,86)/t34-,35-,38-,39-,40-,41-,42-,43-,44-,45-,46-,47-,48+,49+,50-,51-,52-,53-,54+,55-,56+,57+,62+,63+,64-,65-,66-,67-,68+,69-,70-,71+,72+,73-/m1/s1
• InChI Key: WKCMNAILLITFOY-DITQRASTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₇₃H₁₁₂O₂₄
• Molecular Weight: 1373.70 g/mol
• Exact Mass: 1372.75435443 g/mol
• Topological Polar Surface Area (TPSA): 407.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 23
• H-Bond Donor: 14
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7343	73.43%
Caco-2	-	0.8572	85.72%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7995	79.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8098	80.98%
OATP1B3 inhibitior	+	0.7943	79.43%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6021	60.21%
BSEP inhibitior	+	0.9436	94.36%
P-glycoprotein inhibitior	+	0.7426	74.26%
P-glycoprotein substrate	+	0.5873	58.73%
CYP3A4 substrate	+	0.7270	72.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8745	87.45%
CYP3A4 inhibition	-	0.8694	86.94%
CYP2C9 inhibition	-	0.9225	92.25%
CYP2C19 inhibition	-	0.9211	92.11%
CYP2D6 inhibition	-	0.9528	95.28%
CYP1A2 inhibition	-	0.9130	91.30%
CYP2C8 inhibition	+	0.7258	72.58%
CYP inhibitory promiscuity	-	0.9891	98.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5808	58.08%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.8959	89.59%
Skin irritation	-	0.6083	60.83%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	-	0.8370	83.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7374	73.74%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9012	90.12%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7037	70.37%
Acute Oral Toxicity (c)	III	0.6224	62.24%
Estrogen receptor binding	+	0.5782	57.82%
Androgen receptor binding	+	0.7735	77.35%
Thyroid receptor binding	+	0.7271	72.71%
Glucocorticoid receptor binding	+	0.8205	82.05%
Aromatase binding	+	0.7339	73.39%
PPAR gamma	+	0.8057	80.57%
Honey bee toxicity	-	0.7099	70.99%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8607	86.07%

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	99.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.59%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.51%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.04%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.26%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.68%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.51%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.99%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.16%	93.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.01%	95.17%
CHEMBL5255	O00206	Toll-like receptor 4	87.79%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	87.04%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.82%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.24%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.97%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.63%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.23%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.75%	96.61%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.28%	96.90%
CHEMBL340	P08684	Cytochrome P450 3A4	83.17%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.92%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.47%	94.33%
CHEMBL5028	O14672	ADAM10	81.69%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.85%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.83%	99.23%

Plants that contains it

• Rubus pungens

Cross-Links

• PubChem: 162803322
• LOTUS: LTS0236080
• wikiData: Q105307228