(4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-sulfooxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

Details

• Internal ID: 3c5462db-f18e-4e53-88bb-2abec9628209
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-sulfooxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6C(C(C(C(O6)CO)O)O)OS(=O)(=O)O)C)C(=O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(C[C@H]([C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)O)C)C)(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)OS(=O)(=O)O
• InChI: InChI=1S/C36H58O12S/c1-31(2)14-15-36(30(41)42)20(16-31)19-8-9-23-33(5)12-11-25(32(3,4)22(33)10-13-34(23,6)35(19,7)17-24(36)38)47-29-28(48-49(43,44)45)27(40)26(39)21(18-37)46-29/h8,20-29,37-40H,9-18H2,1-7H3,(H,41,42)(H,43,44,45)/t20-,21+,22-,23+,24+,25-,26+,27-,28+,29-,33-,34+,35+,36+/m0/s1
• InChI Key: OWPMWFXYYYMJGZ-ZBKPBKBGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₈O₁₂S
• Molecular Weight: 714.90 g/mol
• Exact Mass: 714.36489845 g/mol
• Topological Polar Surface Area (TPSA): 209.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 3.86
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8665	86.65%
Caco-2	-	0.8618	86.18%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5866	58.66%
OATP2B1 inhibitior	-	0.7273	72.73%
OATP1B1 inhibitior	+	0.7659	76.59%
OATP1B3 inhibitior	+	0.9113	91.13%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7026	70.26%
BSEP inhibitior	-	0.6688	66.88%
P-glycoprotein inhibitior	+	0.7572	75.72%
P-glycoprotein substrate	-	0.7277	72.77%
CYP3A4 substrate	+	0.7091	70.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8745	87.45%
CYP3A4 inhibition	-	0.7543	75.43%
CYP2C9 inhibition	-	0.7471	74.71%
CYP2C19 inhibition	-	0.7204	72.04%
CYP2D6 inhibition	-	0.8668	86.68%
CYP1A2 inhibition	-	0.7279	72.79%
CYP2C8 inhibition	+	0.5929	59.29%
CYP inhibitory promiscuity	-	0.9043	90.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5800	58.00%
Carcinogenicity (trinary)	Non-required	0.6156	61.56%
Eye corrosion	-	0.9776	97.76%
Eye irritation	-	0.9158	91.58%
Skin irritation	-	0.7479	74.79%
Skin corrosion	-	0.9016	90.16%
Ames mutagenesis	-	0.8324	83.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.3669	36.69%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.7723	77.23%
skin sensitisation	-	0.8368	83.68%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9139	91.39%
Acute Oral Toxicity (c)	III	0.6115	61.15%
Estrogen receptor binding	+	0.6505	65.05%
Androgen receptor binding	+	0.7243	72.43%
Thyroid receptor binding	-	0.5975	59.75%
Glucocorticoid receptor binding	+	0.6738	67.38%
Aromatase binding	+	0.6667	66.67%
PPAR gamma	+	0.6799	67.99%
Honey bee toxicity	-	0.7412	74.12%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6305	63.05%
Fish aquatic toxicity	+	0.9911	99.11%

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	95.65%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.62%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.13%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.75%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.62%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.34%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	87.47%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	85.43%	95.93%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.84%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	82.62%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.11%	95.89%
CHEMBL5028	O14672	ADAM10	81.68%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.25%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.83%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.82%	96.21%
CHEMBL2581	P07339	Cathepsin D	80.17%	98.95%

Plants that contains it

• Eclipta prostrata

Cross-Links

• PubChem: 11765397
• LOTUS: LTS0009834
• wikiData: Q105202179