3-[[(3R,5R,8R,9S,10R,12R,13S,14R,17S)-12-acetyloxy-17-[(2S,5R)-5-(2-hydroxypropan-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-3-yl]oxy]-3-oxopropanoic acid

Details

• Internal ID: 030d407b-5603-4f1f-b3f4-f0428557aa44
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 3-[[(3R,5R,8R,9S,10R,12R,13S,14R,17S)-12-acetyloxy-17-[(2S,5R)-5-(2-hydroxypropan-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-3-yl]oxy]-3-oxopropanoic acid
• SMILES (Canonical): CC(=O)OC1CC2C3(CCC(C(C3CCC2(C4(C1C(CC4)C5(CCC(O5)C(C)(C)O)C)C)C)(C)C)OC(=O)CC(=O)O)C
• SMILES (Isomeric): CC(=O)O[C@@H]1C[C@H]2[C@]3(CC[C@H](C([C@@H]3CC[C@]2([C@]4([C@@H]1[C@H](CC4)[C@@]5(CC[C@@H](O5)C(C)(C)O)C)C)C)(C)C)OC(=O)CC(=O)O)C
• InChI: InChI=1S/C35H56O8/c1-20(36)41-22-18-24-32(6)14-12-25(42-28(39)19-27(37)38)30(2,3)23(32)11-16-33(24,7)34(8)15-10-21(29(22)34)35(9)17-13-26(43-35)31(4,5)40/h21-26,29,40H,10-19H2,1-9H3,(H,37,38)/t21-,22+,23-,24-,25+,26+,29+,32-,33+,34+,35-/m0/s1
• InChI Key: RLVAVWQAAQFUOP-QOMGWDGESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₆O₈
• Molecular Weight: 604.80 g/mol
• Exact Mass: 604.39751874 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 6.31
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9783	97.83%
Caco-2	-	0.8118	81.18%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8106	81.06%
OATP2B1 inhibitior	-	0.5649	56.49%
OATP1B1 inhibitior	+	0.8419	84.19%
OATP1B3 inhibitior	+	0.7953	79.53%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9037	90.37%
BSEP inhibitior	+	0.7223	72.23%
P-glycoprotein inhibitior	+	0.7701	77.01%
P-glycoprotein substrate	-	0.5192	51.92%
CYP3A4 substrate	+	0.7502	75.02%
CYP2C9 substrate	-	0.8096	80.96%
CYP2D6 substrate	-	0.8754	87.54%
CYP3A4 inhibition	+	0.5307	53.07%
CYP2C9 inhibition	-	0.7649	76.49%
CYP2C19 inhibition	-	0.7710	77.10%
CYP2D6 inhibition	-	0.9644	96.44%
CYP1A2 inhibition	-	0.8622	86.22%
CYP2C8 inhibition	+	0.6590	65.90%
CYP inhibitory promiscuity	-	0.9151	91.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6273	62.73%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9158	91.58%
Skin irritation	-	0.5379	53.79%
Skin corrosion	-	0.9133	91.33%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3665	36.65%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.8061	80.61%
skin sensitisation	-	0.9038	90.38%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7885	78.85%
Acute Oral Toxicity (c)	I	0.7112	71.12%
Estrogen receptor binding	+	0.6452	64.52%
Androgen receptor binding	+	0.7057	70.57%
Thyroid receptor binding	-	0.5135	51.35%
Glucocorticoid receptor binding	+	0.7234	72.34%
Aromatase binding	+	0.7326	73.26%
PPAR gamma	+	0.7091	70.91%
Honey bee toxicity	-	0.6995	69.95%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9865	98.65%

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	96.84%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.59%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.82%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	91.15%	91.19%
CHEMBL4302	P08183	P-glycoprotein 1	90.76%	92.98%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.02%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	88.61%	97.79%
CHEMBL5028	O14672	ADAM10	86.98%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.21%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.00%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.93%	82.69%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.77%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.38%	89.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.09%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.83%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.68%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.09%	92.62%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.73%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.58%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.19%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.08%	99.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.00%	95.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.98%	96.90%
CHEMBL1914	P06276	Butyrylcholinesterase	81.91%	95.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.59%	97.09%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.36%	82.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.60%	97.21%
CHEMBL259	P32245	Melanocortin receptor 4	80.20%	95.38%

Plants that contains it

• Betula glandulosa

Cross-Links

• PubChem: 162866181
• LOTUS: LTS0230067
• wikiData: Q105240554