[(4S,4aR,5R,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2R,3R,4S,5R,6R)-4-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-4a,9-bis(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: 91acb8ea-06b6-4f5a-873c-2db163212fa4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(4S,4aR,5R,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2R,3R,4S,5R,6R)-4-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-4a,9-bis(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(CC2C1(C(CC3(C2=CCC4C3(CCC5C4(CCC(C5(C)CO)OC6C(C(C(C(O6)CO)O)OC7C(C(C(CO7)O)O)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C)O)CO)(C)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1CC(C[C@@H]2[C@]1([C@@H](C[C@@]3(C2=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H]([C@@]5(C)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O[C@H]7[C@@H]([C@H]([C@H](CO7)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O[C@H]9[C@@H]([C@H]([C@H]([C@H](O9)CO)O)O)O)C)C)C)O)CO)(C)C
• InChI: InChI=1S/C58H94O25/c1-9-25(2)48(74)79-36-18-53(3,4)16-27-26-10-11-33-54(5)14-13-35(55(6,23-62)32(54)12-15-56(33,7)57(26,8)17-34(65)58(27,36)24-63)80-52-47(83-50-44(73)42(71)39(68)30(20-60)77-50)45(40(69)31(21-61)78-52)81-51-46(37(66)28(64)22-75-51)82-49-43(72)41(70)38(67)29(19-59)76-49/h9-10,27-47,49-52,59-73H,11-24H2,1-8H3/b25-9+/t27-,28-,29+,30+,31+,32+,33+,34+,35-,36-,37-,38+,39-,40+,41-,42-,43+,44+,45-,46+,47+,49-,50-,51-,52-,54-,55-,56+,57+,58-/m0/s1
• InChI Key: RWTCSOPMUDGZQL-PHCPZTMQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₄O₂₅
• Molecular Weight: 1191.30 g/mol
• Exact Mass: 1190.60841848 g/mol
• Topological Polar Surface Area (TPSA): 404.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -2.49
• H-Bond Acceptor: 25
• H-Bond Donor: 15
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7891	78.91%
Caco-2	-	0.8745	87.45%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8093	80.93%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.9721	97.21%
P-glycoprotein inhibitior	+	0.7468	74.68%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7396	73.96%
CYP2C9 substrate	-	0.8033	80.33%
CYP2D6 substrate	-	0.8830	88.30%
CYP3A4 inhibition	-	0.9300	93.00%
CYP2C9 inhibition	-	0.8838	88.38%
CYP2C19 inhibition	-	0.9101	91.01%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8933	89.33%
CYP2C8 inhibition	+	0.7334	73.34%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8994	89.94%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.6378	63.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7941	79.41%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.5777	57.77%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	+	0.7801	78.01%
Androgen receptor binding	+	0.7560	75.60%
Thyroid receptor binding	+	0.5932	59.32%
Glucocorticoid receptor binding	+	0.7553	75.53%
Aromatase binding	+	0.6204	62.04%
PPAR gamma	+	0.8032	80.32%
Honey bee toxicity	-	0.6419	64.19%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9411	94.11%

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	98.03%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.94%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.24%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.37%	97.25%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.64%	97.36%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.61%	91.07%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.09%	91.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.47%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.45%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	87.53%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.19%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.84%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.65%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.02%	93.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.50%	94.33%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	84.23%	91.65%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.98%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.37%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.79%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	81.62%	90.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.30%	95.50%
CHEMBL5028	O14672	ADAM10	81.01%	97.50%

Plants that contains it

• Camellia japonica

Cross-Links

• PubChem: 163064506
• LOTUS: LTS0146206
• wikiData: Q105246736