[(1R)-1-[(1R,4R,5R,6R,8R,10R,11R,12R,16R,18S,21R)-10,11-dihydroxy-4,6,12,17,17-pentamethyl-18-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docos-13-en-8-yl]-2-hydroxy-2-methylpropyl] acetate

Details

• Internal ID: c1c86797-4a36-4e58-9132-f1a9d0e54538
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(1R)-1-[(1R,4R,5R,6R,8R,10R,11R,12R,16R,18S,21R)-10,11-dihydroxy-4,6,12,17,17-pentamethyl-18-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docos-13-en-8-yl]-2-hydroxy-2-methylpropyl] acetate
• SMILES (Canonical): CC1CC(OC2(C1C3(CCC45CC46CCC(C(C6CC=C5C3(C2O)C)(C)C)OC7C(C(C(C(O7)CO)O)O)O)C)O)C(C(C)(C)O)OC(=O)C
• SMILES (Isomeric): C[C@@H]1C[C@@H](O[C@@]2([C@H]1[C@]3(CC[C@@]45C[C@@]46CC[C@@H](C([C@@H]6CC=C5[C@@]3([C@H]2O)C)(C)C)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O)O)C)O)[C@H](C(C)(C)O)OC(=O)C
• InChI: InChI=1S/C38H60O12/c1-18-15-20(29(33(5,6)45)47-19(2)40)50-38(46)28(18)34(7)13-14-37-17-36(37)12-11-24(49-30-27(43)26(42)25(41)21(16-39)48-30)32(3,4)22(36)9-10-23(37)35(34,8)31(38)44/h10,18,20-22,24-31,39,41-46H,9,11-17H2,1-8H3/t18-,20-,21-,22+,24+,25+,26+,27-,28-,29-,30+,31-,34-,35-,36-,37+,38-/m1/s1
• InChI Key: CNYNNXTXLZLYLM-WKZDHGJNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₀O₁₂
• Molecular Weight: 708.90 g/mol
• Exact Mass: 708.40847734 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.93
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8622	86.22%
Caco-2	-	0.8606	86.06%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8380	83.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8117	81.17%
OATP1B3 inhibitior	-	0.2592	25.92%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6026	60.26%
BSEP inhibitior	-	0.7843	78.43%
P-glycoprotein inhibitior	+	0.7677	76.77%
P-glycoprotein substrate	+	0.6003	60.03%
CYP3A4 substrate	+	0.7299	72.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.9472	94.72%
CYP2C9 inhibition	-	0.7009	70.09%
CYP2C19 inhibition	-	0.8835	88.35%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.8250	82.50%
CYP2C8 inhibition	+	0.7546	75.46%
CYP inhibitory promiscuity	-	0.8765	87.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6548	65.48%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9127	91.27%
Skin irritation	-	0.5817	58.17%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6636	66.36%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7031	70.31%
skin sensitisation	-	0.8854	88.54%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6622	66.22%
Acute Oral Toxicity (c)	III	0.6019	60.19%
Estrogen receptor binding	+	0.5986	59.86%
Androgen receptor binding	+	0.7569	75.69%
Thyroid receptor binding	-	0.5283	52.83%
Glucocorticoid receptor binding	+	0.6539	65.39%
Aromatase binding	+	0.6678	66.78%
PPAR gamma	+	0.6862	68.62%
Honey bee toxicity	-	0.6778	67.78%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9750	97.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.83%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.14%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.94%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.44%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.21%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.31%	96.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.28%	93.56%
CHEMBL2996	Q05655	Protein kinase C delta	89.96%	97.79%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.63%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.07%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.77%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.11%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.01%	100.00%
CHEMBL5028	O14672	ADAM10	85.46%	97.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.25%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.81%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.68%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.81%	92.88%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.78%	96.61%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.36%	91.24%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.81%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.53%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.45%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.37%	85.14%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.25%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.78%	94.45%

Plants that contains it

• Actaea simplex

Cross-Links

• PubChem: 102600395
• LOTUS: LTS0088499
• wikiData: Q104966453