(2R,4aR,6aS,6aR,6bR,8aS,10R,12aS,14bS)-10-[(2R,3S,4S,5S)-5-acetyloxy-3,4-dihydroxyoxan-2-yl]oxy-4a-[(2R,3S,4R,5R,6S)-6-[[(2S,3S,4S,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2-carboxylic acid

Details

• Internal ID: 04d62d0a-faf5-4309-8f14-40c2713da948
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,4aR,6aS,6aR,6bR,8aS,10R,12aS,14bS)-10-[(2R,3S,4S,5S)-5-acetyloxy-3,4-dihydroxyoxan-2-yl]oxy-4a-[(2R,3S,4R,5R,6S)-6-[[(2S,3S,4S,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C)OC9C(C(C(CO9)OC(=O)C)O)O)C)(C)C(=O)O)O)O)O)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2O)O)OC[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)OC(=O)[C@]45CC[C@@](C[C@H]4C6=CC[C@H]7[C@@]8(CC[C@H](C([C@H]8CC[C@]7([C@]6(CC5)C)C)(C)C)O[C@@H]9[C@H]([C@@H]([C@H](CO9)OC(=O)C)O)O)C)(C)C(=O)O)O)O)O)CO)O)O)O
• InChI: InChI=1S/C55H86O24/c1-23-33(58)36(61)40(65)46(73-23)78-43-27(20-56)75-44(42(67)38(43)63)71-22-29-34(59)37(62)41(66)47(76-29)79-49(70)55-17-15-51(5,48(68)69)19-26(55)25-9-10-31-52(6)13-12-32(77-45-39(64)35(60)28(21-72-45)74-24(2)57)50(3,4)30(52)11-14-54(31,8)53(25,7)16-18-55/h9,23,26-47,56,58-67H,10-22H2,1-8H3,(H,68,69)/t23-,26-,27-,28-,29-,30+,31-,32+,33-,34-,35+,36+,37+,38-,39-,40-,41-,42-,43-,44-,45+,46+,47+,51+,52+,53-,54+,55-/m0/s1
• InChI Key: DGOOYYMQJBTVIX-QZQNGTMXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₈₆O₂₄
• Molecular Weight: 1131.30 g/mol
• Exact Mass: 1130.55090361 g/mol
• Topological Polar Surface Area (TPSA): 377.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.73
• H-Bond Acceptor: 23
• 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	+	0.7181	71.81%
Caco-2	-	0.8706	87.06%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8914	89.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7742	77.42%
OATP1B3 inhibitior	-	0.5187	51.87%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5974	59.74%
BSEP inhibitior	+	0.9362	93.62%
P-glycoprotein inhibitior	+	0.7454	74.54%
P-glycoprotein substrate	+	0.5568	55.68%
CYP3A4 substrate	+	0.7397	73.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8804	88.04%
CYP3A4 inhibition	-	0.9061	90.61%
CYP2C9 inhibition	-	0.8653	86.53%
CYP2C19 inhibition	-	0.9130	91.30%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.8749	87.49%
CYP2C8 inhibition	+	0.7848	78.48%
CYP inhibitory promiscuity	-	0.9549	95.49%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6115	61.15%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8989	89.89%
Skin irritation	-	0.6295	62.95%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7595	75.95%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9028	90.28%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8742	87.42%
Acute Oral Toxicity (c)	III	0.7689	76.89%
Estrogen receptor binding	+	0.7661	76.61%
Androgen receptor binding	+	0.7322	73.22%
Thyroid receptor binding	+	0.6231	62.31%
Glucocorticoid receptor binding	+	0.7988	79.88%
Aromatase binding	+	0.6778	67.78%
PPAR gamma	+	0.8344	83.44%
Honey bee toxicity	-	0.6035	60.35%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5305	53.05%
Fish aquatic toxicity	+	0.9722	97.22%

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	99.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.69%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.18%	97.36%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.72%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.45%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.61%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.34%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.76%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	89.84%	90.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.72%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.27%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.76%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.58%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.84%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.22%	95.89%
CHEMBL5028	O14672	ADAM10	83.11%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	82.53%	92.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.49%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.51%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	80.39%	91.19%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.33%	93.04%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.19%	94.00%

Plants that contains it

• Metapanax davidii

Cross-Links

• PubChem: 163187661
• LOTUS: LTS0168225
• wikiData: Q104978948