[(1R,3R,5S,8R,9S,10R,12R,13R,14R,17S)-1,3-diacetyloxy-17-[(2S,5R)-5-(2-acetyloxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-12-yl] acetate

Details

• Internal ID: 052f3b24-82c0-4bbd-8634-73b3a91b8fc9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(1R,3R,5S,8R,9S,10R,12R,13R,14R,17S)-1,3-diacetyloxy-17-[(2S,5R)-5-(2-acetyloxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-12-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC2C(CCC3C2(C(CC(C3(C)C)OC(=O)C)OC(=O)C)C)(C4(C1C(CC4)C5(CCC(O5)C(C)(C)OC(=O)C)C)C)C
• SMILES (Isomeric): CC(=O)O[C@@H]1C[C@H]2[C@@](CC[C@@H]3[C@@]2([C@@H](C[C@H](C3(C)C)OC(=O)C)OC(=O)C)C)([C@]4([C@H]1[C@H](CC4)[C@@]5(CC[C@@H](O5)C(C)(C)OC(=O)C)C)C)C
• InChI: InChI=1S/C38H60O9/c1-21(39)43-26-19-28-35(9,17-14-27-33(5,6)30(44-22(2)40)20-31(38(27,28)12)45-23(3)41)36(10)16-13-25(32(26)36)37(11)18-15-29(47-37)34(7,8)46-24(4)42/h25-32H,13-20H2,1-12H3/t25-,26+,27-,28-,29+,30+,31+,32-,35+,36+,37-,38-/m0/s1
• InChI Key: CSLSINMBGVKCNB-UXSFOGSZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₀O₉
• Molecular Weight: 660.90 g/mol
• Exact Mass: 660.42373349 g/mol
• Topological Polar Surface Area (TPSA): 114.00 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 6.97
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9888	98.88%
Caco-2	-	0.8206	82.06%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7461	74.61%
OATP2B1 inhibitior	-	0.7220	72.20%
OATP1B1 inhibitior	+	0.8990	89.90%
OATP1B3 inhibitior	+	0.9226	92.26%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8303	83.03%
P-glycoprotein inhibitior	+	0.8035	80.35%
P-glycoprotein substrate	-	0.5974	59.74%
CYP3A4 substrate	+	0.7404	74.04%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8483	84.83%
CYP3A4 inhibition	-	0.7055	70.55%
CYP2C9 inhibition	-	0.7723	77.23%
CYP2C19 inhibition	-	0.7124	71.24%
CYP2D6 inhibition	-	0.9671	96.71%
CYP1A2 inhibition	-	0.8770	87.70%
CYP2C8 inhibition	+	0.7073	70.73%
CYP inhibitory promiscuity	-	0.9255	92.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.8999	89.99%
Skin irritation	-	0.6422	64.22%
Skin corrosion	-	0.8277	82.77%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4241	42.41%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8701	87.01%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6218	62.18%
Acute Oral Toxicity (c)	III	0.4945	49.45%
Estrogen receptor binding	+	0.7313	73.13%
Androgen receptor binding	+	0.7271	72.71%
Thyroid receptor binding	+	0.5235	52.35%
Glucocorticoid receptor binding	+	0.7513	75.13%
Aromatase binding	+	0.7273	72.73%
PPAR gamma	+	0.7431	74.31%
Honey bee toxicity	-	0.6159	61.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9910	99.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.34%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.16%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	92.13%	91.19%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.62%	89.05%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.96%	96.95%
CHEMBL4302	P08183	P-glycoprotein 1	88.25%	92.98%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.17%	97.14%
CHEMBL2996	Q05655	Protein kinase C delta	87.51%	97.79%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.20%	92.94%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.18%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.82%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.80%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.33%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.96%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.96%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.89%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.88%	85.14%
CHEMBL259	P32245	Melanocortin receptor 4	84.76%	95.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.75%	97.09%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.33%	97.28%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.51%	97.25%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	81.26%	88.84%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.17%	97.33%
CHEMBL5255	O00206	Toll-like receptor 4	80.45%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.17%	92.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.15%	100.00%

Plants that contains it

• Ibicella lutea

Cross-Links

• PubChem: 10372203
• LOTUS: LTS0092023
• wikiData: Q104969430