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

Details

• Internal ID: 803f1011-d1e9-4e39-874a-cc251b51010a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aS,6aR,6bS,8aS,12aS,14aR,14bR)-8a-[(2R,3S,4R,5S,6S)-4,5-dihydroxy-3-[(2R,3S,4R,5R,6R)-3-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxycarbonyl-4-formyl-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC(=O)C23CCC(CC2C4=CCC5C6(CCC(C(C6CCC5(C4(CC3)C)C)(C)C=O)OC7C(C(C(C(O7)C(=O)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)(C)C)OC9C(C(C(C(O9)C)OC1C(C(C(CO1)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@H]([C@@H]([C@H](O1)OC(=O)[C@@]23CC[C@@]4(C(=CC[C@H]5[C@]4(CC[C@H]6[C@@]5(CC[C@@H]([C@@]6(C)C=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)[C@@H]2CC(CC3)(C)C)C)O[C@@H]9[C@H]([C@H]([C@@H]([C@H](O9)C)O[C@@H]1[C@H]([C@@H]([C@H](CO1)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O)O
• InChI: InChI=1S/C65H102O32/c1-24-34(70)40(76)50(96-56-46(82)48(93-54-44(80)38(74)36(72)29(20-66)89-54)47(25(2)88-56)92-53-43(79)35(71)28(69)22-86-53)57(87-24)97-59(85)65-17-15-60(3,4)19-27(65)26-9-10-32-61(5)13-12-33(62(6,23-68)31(61)11-14-64(32,8)63(26,7)16-18-65)91-58-51(42(78)41(77)49(94-58)52(83)84)95-55-45(81)39(75)37(73)30(21-67)90-55/h9,23-25,27-51,53-58,66-67,69-82H,10-22H2,1-8H3,(H,83,84)/t24-,25+,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+,53+,54-,55-,56+,57+,58+,61-,62-,63+,64+,65-/m0/s1
• InChI Key: WDHAPEMXROWSMR-CJTHQXAASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₅H₁₀₂O₃₂
• Molecular Weight: 1395.50 g/mol
• Exact Mass: 1394.6354211 g/mol
• Topological Polar Surface Area (TPSA): 506.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -4.42
• H-Bond Acceptor: 31
• H-Bond Donor: 17
• 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	-	0.8657	86.57%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7542	75.42%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9574	95.74%
P-glycoprotein inhibitior	+	0.7439	74.39%
P-glycoprotein substrate	-	0.5084	50.84%
CYP3A4 substrate	+	0.7368	73.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8749	87.49%
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	+	0.7766	77.66%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8973	89.73%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7793	77.93%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.9692	96.92%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.6981	69.81%
Androgen receptor binding	+	0.7553	75.53%
Thyroid receptor binding	+	0.6761	67.61%
Glucocorticoid receptor binding	+	0.8114	81.14%
Aromatase binding	+	0.6786	67.86%
PPAR gamma	+	0.8356	83.56%
Honey bee toxicity	-	0.6516	65.16%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
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	98.32%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.32%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.95%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.56%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.51%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.82%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.54%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.45%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.99%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.45%	86.92%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.23%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.10%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.09%	93.00%
CHEMBL4302	P08183	P-glycoprotein 1	83.43%	92.98%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.05%	99.17%
CHEMBL5028	O14672	ADAM10	82.52%	97.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.22%	96.77%

Plants that contains it

• Gypsophila paniculata

Cross-Links

• PubChem: 162953370
• LOTUS: LTS0052695
• wikiData: Q105302362