(3S,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8a-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(3R)-3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl]oxymethyl]oxan-2-yl]oxymethyl]-4-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxycarbonyl-3,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid

Details

• Internal ID: 972fef26-51e7-4725-ba30-41c249ea5ff9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (3S,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8a-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(3R)-3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl]oxymethyl]oxan-2-yl]oxymethyl]-4-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxycarbonyl-3,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
• SMILES (Canonical): CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C(=O)O)O)C)C(=O)OC6C(C(C(C(O6)COC7C(C(C(C(O7)COC(=O)CC(C)(CC(=O)OC)O)O)O)O)O)OC8C(C(C(C(O8)CO)O)O)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[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)COC(=O)C[C@@](C)(CC(=O)OC)O)O)O)O)O)O[C@@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O)O)O)C)C)(C)C(=O)O)O
• InChI: InChI=1S/C55H86O25/c1-49(2)15-16-55(25(17-49)24-9-10-29-51(4)13-12-31(57)54(7,47(69)70)30(51)11-14-52(29,5)53(24,6)18-32(55)58)48(71)80-46-42(68)43(79-45-41(67)38(64)35(61)26(21-56)76-45)37(63)28(78-46)23-75-44-40(66)39(65)36(62)27(77-44)22-74-34(60)20-50(3,72)19-33(59)73-8/h9,25-32,35-46,56-58,61-68,72H,10-23H2,1-8H3,(H,69,70)/t25-,26+,27+,28+,29+,30+,31-,32+,35-,36-,37+,38-,39-,40+,41+,42+,43-,44+,45+,46-,50+,51+,52+,53+,54-,55+/m0/s1
• InChI Key: IDOCSOXSHBGSHL-GZIAYNPJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₈₆O₂₅
• Molecular Weight: 1147.30 g/mol
• Exact Mass: 1146.54581822 g/mol
• Topological Polar Surface Area (TPSA): 405.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -1.57
• H-Bond Acceptor: 24
• H-Bond Donor: 13
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7524	75.24%
Caco-2	-	0.8681	86.81%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8446	84.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7957	79.57%
OATP1B3 inhibitior	-	0.3173	31.73%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9103	91.03%
P-glycoprotein inhibitior	+	0.7447	74.47%
P-glycoprotein substrate	+	0.6187	61.87%
CYP3A4 substrate	+	0.7435	74.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8839	88.39%
CYP3A4 inhibition	-	0.8504	85.04%
CYP2C9 inhibition	-	0.8702	87.02%
CYP2C19 inhibition	-	0.9017	90.17%
CYP2D6 inhibition	-	0.9473	94.73%
CYP1A2 inhibition	-	0.9011	90.11%
CYP2C8 inhibition	+	0.7810	78.10%
CYP inhibitory promiscuity	-	0.9771	97.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5934	59.34%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8989	89.89%
Skin irritation	-	0.6306	63.06%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	-	0.6895	68.95%
Human Ether-a-go-go-Related Gene inhibition	+	0.7224	72.24%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8954	89.54%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.8082	80.82%
Acute Oral Toxicity (c)	III	0.7499	74.99%
Estrogen receptor binding	+	0.7364	73.64%
Androgen receptor binding	+	0.7502	75.02%
Thyroid receptor binding	+	0.5864	58.64%
Glucocorticoid receptor binding	+	0.7312	73.12%
Aromatase binding	+	0.6170	61.70%
PPAR gamma	+	0.7899	78.99%
Honey bee toxicity	-	0.6896	68.96%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9235	92.35%

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	98.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.02%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.23%	95.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.37%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.92%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.83%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.43%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	89.25%	92.50%
CHEMBL5028	O14672	ADAM10	89.06%	97.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.70%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	88.42%	94.73%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.75%	94.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.96%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.33%	95.50%
CHEMBL1871	P10275	Androgen Receptor	84.98%	96.43%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.83%	96.90%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.70%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.42%	96.77%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.22%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.06%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.74%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.13%	97.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.00%	97.36%
CHEMBL340	P08684	Cytochrome P450 3A4	80.87%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163032847
• LOTUS: LTS0098673
• wikiData: Q105111436