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

Details

• Internal ID: 87b23345-46d4-4b67-806d-d57b15003a57
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-10-acetyloxy-8,9-dihydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-(3-methylbutanoyloxymethyl)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2C(=O)O)OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(CC(C7(C6CC(C(C7O)OC(=O)C)(C)C)COC(=O)CC(C)C)O)C)C)C)OC8C(C(C(C(O8)CO)O)O)O)O)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]([C@@H](O[C@@H]2C(=O)O)O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]5([C@@H]4CC=C6[C@]5(C[C@H]([C@@]7([C@H]6CC([C@H]([C@@H]7O)OC(=O)C)(C)C)COC(=O)CC(C)C)O)C)C)C)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C55H88O22/c1-23(2)18-33(59)70-22-55-27(19-50(5,6)45(44(55)67)72-25(4)57)26-12-13-30-52(9)16-15-32(51(7,8)29(52)14-17-53(30,10)54(26,11)20-31(55)58)74-49-42(76-48-39(65)37(63)35(61)28(21-56)73-48)40(66)41(43(77-49)46(68)69)75-47-38(64)36(62)34(60)24(3)71-47/h12,23-24,27-32,34-45,47-49,56,58,60-67H,13-22H2,1-11H3,(H,68,69)/t24-,27-,28+,29-,30+,31+,32-,34-,35-,36+,37-,38+,39+,40-,41-,42+,43-,44-,45-,47-,48-,49+,52-,53+,54+,55-/m0/s1
• InChI Key: YWBPSBVYWDTULT-XPNBNDOQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₈₈O₂₂
• Molecular Weight: 1101.30 g/mol
• Exact Mass: 1100.57672443 g/mol
• Topological Polar Surface Area (TPSA): 348.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 0.81
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• Rotatable Bonds: 13

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	-	0.8731	87.31%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7432	74.32%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9234	92.34%
P-glycoprotein inhibitior	+	0.7469	74.69%
P-glycoprotein substrate	+	0.5988	59.88%
CYP3A4 substrate	+	0.7399	73.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8862	88.62%
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	+	0.7884	78.84%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8991	89.91%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.7124	71.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7357	73.57%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8461	84.61%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7632	76.32%
Androgen receptor binding	+	0.7486	74.86%
Thyroid receptor binding	+	0.5596	55.96%
Glucocorticoid receptor binding	+	0.8041	80.41%
Aromatase binding	+	0.6428	64.28%
PPAR gamma	+	0.8242	82.42%
Honey bee toxicity	-	0.6231	62.31%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.67%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.34%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.37%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.11%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.58%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.46%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.21%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	88.72%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.67%	93.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.53%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.41%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.77%	99.17%
CHEMBL5028	O14672	ADAM10	87.31%	97.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.18%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.67%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.50%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.84%	100.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.08%	89.44%
CHEMBL5255	O00206	Toll-like receptor 4	83.27%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.94%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.73%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	82.36%	94.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.26%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.16%	97.25%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.91%	95.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.33%	89.50%

Plants that contains it

• Foetidia africana

Cross-Links

• PubChem: 11051441
• LOTUS: LTS0098431
• wikiData: Q105366412