[(2R,3R,4S,5R,6S)-6-[[(3R,4R,4aS,5R,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-5,10-diacetyloxy-4a,9-bis(acetyloxymethyl)-4-hydroxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-3-yl]oxy]-5-acetyloxy-2-methyl-4-[(Z)-2-methylbut-2-enoyl]oxyoxan-3-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 06d6f70e-6a16-4f6d-94d9-169b7fe3f5c2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2R,3R,4S,5R,6S)-6-[[(3R,4R,4aS,5R,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-5,10-diacetyloxy-4a,9-bis(acetyloxymethyl)-4-hydroxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-3-yl]oxy]-5-acetyloxy-2-methyl-4-[(Z)-2-methylbut-2-enoyl]oxyoxan-3-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(OC(C(C1OC(=O)C(=CC)C)OC(=O)C)OC2C(C3(C(CC2(C)C)C4=CCC5C6(CCC(C(C6CCC5(C4(CC3OC(=O)C)C)C)(C)COC(=O)C)OC(=O)C)C)COC(=O)C)O)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1OC(=O)/C(=C\C)/C)OC(=O)C)O[C@H]2[C@@H]([C@@]3([C@@H](C[C@@]4(C(=CC[C@H]5[C@]4(CC[C@@H]6[C@@]5(CC[C@@H]([C@]6(C)COC(=O)C)OC(=O)C)C)C)[C@@H]3CC2(C)C)C)OC(=O)C)COC(=O)C)O)C
• InChI: InChI=1S/C56H82O17/c1-17-29(3)48(63)71-43-31(5)67-50(45(70-36(10)61)44(43)72-49(64)30(4)18-2)73-47-46(62)56(28-66-33(7)58)38(25-51(47,11)12)37-19-20-40-52(13)23-22-41(68-34(8)59)53(14,27-65-32(6)57)39(52)21-24-54(40,15)55(37,16)26-42(56)69-35(9)60/h17-19,31,38-47,50,62H,20-28H2,1-16H3/b29-17-,30-18-/t31-,38+,39-,40-,41+,42-,43-,44+,45-,46+,47+,50+,52+,53-,54-,55-,56+/m1/s1
• InChI Key: MDNNMIVJYSYULQ-YABUEMAFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₈₂O₁₇
• Molecular Weight: 1027.20 g/mol
• Exact Mass: 1026.55520114 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: 8.20
• Atomic LogP (AlogP): 7.77
• H-Bond Acceptor: 17
• H-Bond Donor: 1
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9544	95.44%
Caco-2	-	0.8561	85.61%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8853	88.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7734	77.34%
OATP1B3 inhibitior	-	0.2812	28.12%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5724	57.24%
BSEP inhibitior	+	0.9772	97.72%
P-glycoprotein inhibitior	+	0.7647	76.47%
P-glycoprotein substrate	+	0.5357	53.57%
CYP3A4 substrate	+	0.7306	73.06%
CYP2C9 substrate	-	0.7925	79.25%
CYP2D6 substrate	-	0.9005	90.05%
CYP3A4 inhibition	-	0.8736	87.36%
CYP2C9 inhibition	-	0.7921	79.21%
CYP2C19 inhibition	-	0.8322	83.22%
CYP2D6 inhibition	-	0.9522	95.22%
CYP1A2 inhibition	-	0.7494	74.94%
CYP2C8 inhibition	+	0.7133	71.33%
CYP inhibitory promiscuity	-	0.9243	92.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6525	65.25%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9003	90.03%
Skin irritation	-	0.5979	59.79%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.6378	63.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.6980	69.80%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6944	69.44%
skin sensitisation	-	0.8757	87.57%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.6113	61.13%
Acute Oral Toxicity (c)	III	0.6490	64.90%
Estrogen receptor binding	+	0.7524	75.24%
Androgen receptor binding	+	0.7499	74.99%
Thyroid receptor binding	+	0.5971	59.71%
Glucocorticoid receptor binding	+	0.8016	80.16%
Aromatase binding	+	0.6719	67.19%
PPAR gamma	+	0.8153	81.53%
Honey bee toxicity	-	0.6869	68.69%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5145	51.45%
Fish aquatic toxicity	+	0.9877	98.77%

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	97.63%	96.09%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	97.20%	91.65%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.87%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.60%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.68%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.10%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.59%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	87.79%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.14%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.00%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.99%	97.36%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.13%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.23%	94.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.17%	93.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.92%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.49%	97.09%
CHEMBL1859	O95180	Voltage-gated T-type calcium channel alpha-1H subunit	81.07%	98.57%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.94%	92.94%

Plants that contains it

• Napoleonaea imperialis

Cross-Links

• PubChem: 163194094
• LOTUS: LTS0002533
• wikiData: Q105161850