(4aR,6aR,6aR,6bR,8aS,10R,12aS,14bR)-10-[(2R,3S,4S,5R,6R)-4-[(2S,3S,4S,5S)-4-[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

Details

• Internal ID: 6c6dfa55-7413-4460-8eec-767b50c0a6a7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (4aR,6aR,6aR,6bR,8aS,10R,12aS,14bR)-10-[(2R,3S,4S,5R,6R)-4-[(2S,3S,4S,5S)-4-[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)OC7C(C(C(CO7)O)OC8C(C(CO8)(CO)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C2C1)C)C(=O)O)C
• SMILES (Isomeric): C[C@@]12CC[C@H](C([C@H]1CC[C@@]3([C@@H]2CC=C4[C@@]3(CC[C@]5([C@@H]4CC(CC5)(C)C)C(=O)O)C)C)(C)C)O[C@H]6[C@H]([C@H]([C@@H]([C@H](O6)CO)O)O[C@H]7[C@H]([C@H]([C@H](CO7)O)O[C@@H]8[C@H]([C@@](CO8)(CO)O)O)O)O[C@@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O
• InChI: InChI=1S/C52H84O21/c1-46(2)14-16-51(45(63)64)17-15-49(6)24(25(51)18-46)8-9-30-48(5)12-11-31(47(3,4)29(48)10-13-50(30,49)7)70-43-39(73-42-35(60)34(59)32(57)27(19-53)68-42)38(33(58)28(20-54)69-43)72-41-36(61)37(26(56)21-66-41)71-44-40(62)52(65,22-55)23-67-44/h8,25-44,53-62,65H,9-23H2,1-7H3,(H,63,64)/t25-,26+,27-,28-,29-,30-,31-,32-,33-,34+,35-,36+,37+,38+,39+,40-,41+,42-,43+,44-,48-,49+,50-,51-,52+/m1/s1
• InChI Key: BQUBWZJIPOPWSL-ZKXZQQIASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₄O₂₁
• Molecular Weight: 1045.20 g/mol
• Exact Mass: 1044.55050968 g/mol
• Topological Polar Surface Area (TPSA): 334.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): -0.19
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8593	85.93%
Caco-2	-	0.8817	88.17%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8538	85.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7056	70.56%
OATP1B3 inhibitior	-	0.2138	21.38%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8902	89.02%
P-glycoprotein inhibitior	+	0.7484	74.84%
P-glycoprotein substrate	-	0.5935	59.35%
CYP3A4 substrate	+	0.7359	73.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8856	88.56%
CYP3A4 inhibition	-	0.9081	90.81%
CYP2C9 inhibition	-	0.8652	86.52%
CYP2C19 inhibition	-	0.9198	91.98%
CYP2D6 inhibition	-	0.9299	92.99%
CYP1A2 inhibition	-	0.9086	90.86%
CYP2C8 inhibition	+	0.7413	74.13%
CYP inhibitory promiscuity	-	0.9357	93.57%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5124	51.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9024	90.24%
Skin irritation	-	0.5174	51.74%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.7140	71.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7110	71.10%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.9021	90.21%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7312	73.12%
Acute Oral Toxicity (c)	III	0.6216	62.16%
Estrogen receptor binding	+	0.7902	79.02%
Androgen receptor binding	+	0.7452	74.52%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6975	69.75%
Aromatase binding	+	0.5997	59.97%
PPAR gamma	+	0.7836	78.36%
Honey bee toxicity	-	0.6859	68.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9565	95.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.82%	95.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.01%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.38%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.50%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.20%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.33%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	87.24%	95.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.08%	97.36%
CHEMBL2581	P07339	Cathepsin D	86.58%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	86.42%	90.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.33%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.58%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.08%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.70%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	84.45%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.33%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.94%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.81%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.51%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.28%	91.24%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.63%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.15%	99.17%

Plants that contains it

• Pometia ridleyi

Cross-Links

• PubChem: 162917929
• LOTUS: LTS0221431
• wikiData: Q104944575