(2S,3R,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-2,3-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: 5f33d864-732d-49ef-bce7-2e66f7559e6d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-2,3-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): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(CC4C6=CCC7C(C6(CC5)C)(CCC8C7(CC(C(C8(C)C(=O)O)O)O)C)C)(C)C)OC9C(C(C(C(O9)C)OC1C(C(C(CO1)O)O)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@@]6(C(=CC[C@H]7[C@]6(CC[C@@H]8[C@@]7(C[C@@H]([C@@H]([C@@]8(C)C(=O)O)O)O)C)C)[C@@H]4CC(CC5)(C)C)C)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O)O)O)CO)O)O)O
• InChI: InChI=1S/C59H94O28/c1-22-32(63)35(66)40(71)49(80-22)85-44-28(19-60)82-47(41(72)38(44)69)79-21-29-34(65)36(67)45(86-50-42(73)37(68)43(23(2)81-50)84-48-39(70)33(64)27(62)20-78-48)51(83-29)87-53(77)59-15-13-54(3,4)17-25(59)24-9-10-30-55(5)18-26(61)46(74)58(8,52(75)76)31(55)11-12-57(30,7)56(24,6)14-16-59/h9,22-23,25-51,60-74H,10-21H2,1-8H3,(H,75,76)/t22-,23-,25-,26-,27+,28+,29+,30+,31+,32-,33-,34+,35+,36-,37-,38+,39+,40+,41+,42+,43-,44+,45+,46-,47+,48-,49-,50-,51-,55+,56+,57+,58-,59-/m0/s1
• InChI Key: OHXVYULXVXTXGZ-WEPYCMDESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₉₄O₂₈
• Molecular Weight: 1251.40 g/mol
• Exact Mass: 1250.59316234 g/mol
• Topological Polar Surface Area (TPSA): 450.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -3.48
• H-Bond Acceptor: 27
• H-Bond Donor: 16
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8731	87.31%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8398	83.98%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9454	94.54%
P-glycoprotein inhibitior	+	0.7445	74.45%
P-glycoprotein substrate	+	0.5468	54.68%
CYP3A4 substrate	+	0.7266	72.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.7303	73.03%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8992	89.92%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7627	76.27%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8908	89.08%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7921	79.21%
Androgen receptor binding	+	0.7518	75.18%
Thyroid receptor binding	+	0.6325	63.25%
Glucocorticoid receptor binding	+	0.7839	78.39%
Aromatase binding	+	0.6277	62.77%
PPAR gamma	+	0.8170	81.70%
Honey bee toxicity	-	0.6712	67.12%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6550	65.50%
Fish aquatic toxicity	+	0.9585	95.85%

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	99.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.15%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.57%	95.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.99%	97.36%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.53%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.45%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.27%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.68%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.74%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.57%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.51%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	86.40%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.29%	97.25%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.00%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.87%	89.00%
CHEMBL5028	O14672	ADAM10	85.46%	97.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.43%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	82.74%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.48%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.51%	91.19%
CHEMBL226	P30542	Adenosine A1 receptor	80.49%	95.93%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.25%	96.90%

Plants that contains it

• Herniaria hirsuta

Cross-Links

• PubChem: 162875910
• LOTUS: LTS0163448
• wikiData: Q105192366