(4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4R,5R)-4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-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: 0428c244-667a-47c8-ba32-6383b1ff43a6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4R,5R)-4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-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): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(COC(C3O)OC4C(C(C(OC4OC5CCC6(C(C5(C)C)CCC7(C6CC=C8C7(CCC9(C8CC(CC9)(C)C)C(=O)O)C)C)C)CO)OC1C(C(C(CO1)O)O)O)O)OC1C(C(C(CO1)O)O)O)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@H]3[C@@H](CO[C@H]([C@@H]3O)O[C@@H]4[C@H]([C@@H]([C@H](O[C@H]4O[C@H]5CC[C@]6([C@H](C5(C)C)CC[C@@]7([C@@H]6CC=C8[C@]7(CC[C@@]9([C@H]8CC(CC9)(C)C)C(=O)O)C)C)C)CO)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@H](CO1)O)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C63H102O29/c1-25-36(68)40(72)44(76)54(84-25)92-49-41(73)39(71)30(20-64)85-56(49)90-48-32(87-51-42(74)37(69)28(66)22-81-51)24-83-53(46(48)78)91-50-45(77)47(89-52-43(75)38(70)29(67)23-82-52)31(21-65)86-55(50)88-35-12-13-60(6)33(59(35,4)5)11-14-62(8)34(60)10-9-26-27-19-58(2,3)15-17-63(27,57(79)80)18-16-61(26,62)7/h9,25,27-56,64-78H,10-24H2,1-8H3,(H,79,80)/t25-,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-,52-,53-,54-,55-,56-,60-,61+,62+,63-/m0/s1
• InChI Key: LWPMQJOCIHMGHR-QSKDJKEFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₃H₁₀₂O₂₉
• Molecular Weight: 1323.50 g/mol
• Exact Mass: 1322.65067721 g/mol
• Topological Polar Surface Area (TPSA): 452.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -2.88
• H-Bond Acceptor: 28
• H-Bond Donor: 16
• 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	-	0.8725	87.25%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3210	32.10%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.9282	92.82%
P-glycoprotein inhibitior	+	0.7450	74.50%
P-glycoprotein substrate	-	0.6138	61.38%
CYP3A4 substrate	+	0.7387	73.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
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	+	0.7532	75.32%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8992	89.92%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7794	77.94%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.9750	97.50%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.9492	94.92%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	+	0.7848	78.48%
Androgen receptor binding	+	0.7423	74.23%
Thyroid receptor binding	+	0.5747	57.47%
Glucocorticoid receptor binding	+	0.7233	72.33%
Aromatase binding	+	0.6447	64.47%
PPAR gamma	+	0.7919	79.19%
Honey bee toxicity	-	0.6517	65.17%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5605	56.05%
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	98.15%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.06%	95.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.81%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.58%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.11%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.21%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.65%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.35%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.56%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.22%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.11%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.72%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.35%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.26%	100.00%
CHEMBL5028	O14672	ADAM10	81.50%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.34%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.18%	92.50%

Plants that contains it

• Mimosa tenuiflora

Cross-Links

• PubChem: 162844077
• LOTUS: LTS0006433
• wikiData: Q105158490