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

Details

• Internal ID: 7eb576e6-f7dc-4920-a042-b2b5d0df9305
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-3-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8a-[(2S,3R,4S,5S)-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-4,5-dihydroxyoxan-2-yl]oxycarbonyl-2-hydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4)C)(CCC7C6(CC(C(C7(C)C(=O)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)CO)O)O)OC1C(C(C(C(O1)CO)O)O)O)O)C)C)(C)C)O)O)O)O)OC1C(C(C(CO1)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H](CO[C@H]2OC(=O)[C@@]34CC[C@@]5(C(=CC[C@H]6[C@]5(CC[C@@H]7[C@@]6(C[C@@H]([C@@H]([C@@]7(C)C(=O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)C)C)[C@@H]3CC(CC4)(C)C)C)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O
• InChI: InChI=1S/C64H102O33/c1-23-46(92-51-43(80)34(71)27(69)21-86-51)42(79)45(82)52(88-23)93-47-35(72)28(70)22-87-54(47)97-58(85)64-14-12-59(2,3)16-25(64)24-8-9-32-60(4)17-26(68)50(63(7,57(83)84)33(60)10-11-62(32,6)61(24,5)13-15-64)96-56-49(41(78)38(75)31(20-67)91-56)95-55-48(40(77)37(74)30(19-66)90-55)94-53-44(81)39(76)36(73)29(18-65)89-53/h8,23,25-56,65-82H,9-22H2,1-7H3,(H,83,84)/t23-,25-,26-,27+,28-,29+,30+,31+,32+,33+,34-,35-,36+,37+,38+,39-,40-,41-,42-,43+,44+,45+,46-,47+,48+,49+,50-,51-,52-,53-,54-,55-,56-,60+,61+,62+,63-,64-/m0/s1
• InChI Key: BAMZIPMKRIZGEQ-FYUVSTKQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₄H₁₀₂O₃₃
• Molecular Weight: 1399.50 g/mol
• Exact Mass: 1398.6303357 g/mol
• Topological Polar Surface Area (TPSA): 529.00 Ų
• XlogP: -3.90
• Atomic LogP (AlogP): -6.05
• H-Bond Acceptor: 32
• H-Bond Donor: 19
• Rotatable Bonds: 16

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	-	0.8695	86.95%
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	+	0.7642	76.42%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9466	94.66%
P-glycoprotein inhibitior	+	0.7443	74.43%
P-glycoprotein substrate	-	0.5376	53.76%
CYP3A4 substrate	+	0.7216	72.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
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	+	0.7224	72.24%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8977	89.77%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7590	75.90%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7664	76.64%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7253	72.53%
Androgen receptor binding	+	0.7541	75.41%
Thyroid receptor binding	+	0.6516	65.16%
Glucocorticoid receptor binding	+	0.7952	79.52%
Aromatase binding	+	0.6648	66.48%
PPAR gamma	+	0.8272	82.72%
Honey bee toxicity	-	0.6923	69.23%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6250	62.50%
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	99.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.15%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.56%	97.36%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.24%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.95%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.44%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.88%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.57%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.28%	86.33%
CHEMBL2581	P07339	Cathepsin D	86.45%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.33%	93.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.27%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.20%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	84.56%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	82.68%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.67%	100.00%
CHEMBL5028	O14672	ADAM10	80.20%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.07%	92.50%

Plants that contains it

• Medicago sativa

Cross-Links

• PubChem: 163192191
• LOTUS: LTS0174409
• wikiData: Q104922308