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

Details

• Internal ID: 94f02fb9-5f1e-4bcd-b44d-095c733888f8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (1R,4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-11-hydroxy-10-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-1,6a,6b,9,9,12a-hexamethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1C2C3=CCC4C(C3(CCC2(CCC1=C)C(=O)O)C)(CCC5C4(CC(C(C5(C)C)OC6C(C(C(C(O6)CO)O)OC7C(C(C(CO7)O)O)O)OC8C(C(C(CO8)O)O)O)O)C)C
• SMILES (Isomeric): C[C@@H]1[C@H]2C3=CC[C@H]4[C@]([C@@]3(CC[C@]2(CCC1=C)C(=O)O)C)(CC[C@@H]5[C@@]4(C[C@H]([C@@H](C5(C)C)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)O[C@H]8[C@@H]([C@H]([C@H](CO8)O)O)O)O)C)C
• InChI: InChI=1S/C46H72O17/c1-20-10-13-46(41(56)57)15-14-44(6)22(29(46)21(20)2)8-9-28-43(5)16-23(48)37(42(3,4)27(43)11-12-45(28,44)7)63-40-36(62-39-34(55)31(52)25(50)19-59-39)35(32(53)26(17-47)60-40)61-38-33(54)30(51)24(49)18-58-38/h8,21,23-40,47-55H,1,9-19H2,2-7H3,(H,56,57)/t21-,23+,24+,25-,26+,27-,28+,29-,30-,31-,32+,33+,34+,35-,36+,37-,38-,39-,40-,43-,44+,45+,46-/m0/s1
• InChI Key: UHWGIASSGNWZSY-FYJXDQFLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₂O₁₇
• Molecular Weight: 897.10 g/mol
• Exact Mass: 896.47695082 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.73
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7709	77.09%
Caco-2	-	0.8831	88.31%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8311	83.11%
OATP2B1 inhibitior	-	0.8787	87.87%
OATP1B1 inhibitior	+	0.8140	81.40%
OATP1B3 inhibitior	-	0.5076	50.76%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.7120	71.20%
P-glycoprotein inhibitior	+	0.7537	75.37%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7315	73.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.8823	88.23%
CYP2C9 inhibition	-	0.8494	84.94%
CYP2C19 inhibition	-	0.8753	87.53%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.8738	87.38%
CYP2C8 inhibition	+	0.7383	73.83%
CYP inhibitory promiscuity	-	0.9674	96.74%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6456	64.56%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9074	90.74%
Skin irritation	-	0.5881	58.81%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6955	69.55%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7434	74.34%
skin sensitisation	-	0.8777	87.77%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.7347	73.47%
Acute Oral Toxicity (c)	III	0.7897	78.97%
Estrogen receptor binding	+	0.7807	78.07%
Androgen receptor binding	+	0.7487	74.87%
Thyroid receptor binding	-	0.6062	60.62%
Glucocorticoid receptor binding	+	0.6155	61.55%
Aromatase binding	+	0.6462	64.62%
PPAR gamma	+	0.7543	75.43%
Honey bee toxicity	-	0.6975	69.75%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9697	96.97%

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	98.96%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.18%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.17%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.99%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.83%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.41%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	87.40%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.55%	97.25%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.12%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.00%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.85%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	83.28%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.17%	94.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.10%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.98%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.57%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.05%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.22%	91.07%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.92%	93.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.75%	95.50%

Plants that contains it

• Alternanthera pungens

Cross-Links

• PubChem: 101035469
• LOTUS: LTS0270991
• wikiData: Q105273130