3-O-[12-acetyloxy-17-[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] 1-O-methyl propanedioate

Details

• Internal ID: 717fc3c1-7e2b-46a5-ab70-34c0a963f70d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 3-O-[12-acetyloxy-17-[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] 1-O-methyl propanedioate
• 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)OC)C
• SMILES (Isomeric): 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)OC)C
• InChI: InChI=1S/C36H58O8/c1-21(37)42-23-19-25-33(6)15-13-26(43-29(39)20-28(38)41-10)31(2,3)24(33)12-17-34(25,7)35(8)16-11-22(30(23)35)36(9)18-14-27(44-36)32(4,5)40/h22-27,30,40H,11-20H2,1-10H3
• InChI Key: ZTNOAHJHQOCVJC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₈O₈
• Molecular Weight: 618.80 g/mol
• Exact Mass: 618.41316880 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 6.40
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9756	97.56%
Caco-2	-	0.8083	80.83%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8037	80.37%
OATP2B1 inhibitior	-	0.5709	57.09%
OATP1B1 inhibitior	+	0.8380	83.80%
OATP1B3 inhibitior	-	0.3187	31.87%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7279	72.79%
P-glycoprotein inhibitior	+	0.7970	79.70%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7636	76.36%
CYP2C9 substrate	-	0.6062	60.62%
CYP2D6 substrate	-	0.8597	85.97%
CYP3A4 inhibition	-	0.5332	53.32%
CYP2C9 inhibition	-	0.6180	61.80%
CYP2C19 inhibition	-	0.7361	73.61%
CYP2D6 inhibition	-	0.9656	96.56%
CYP1A2 inhibition	-	0.8444	84.44%
CYP2C8 inhibition	+	0.6802	68.02%
CYP inhibitory promiscuity	-	0.9066	90.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6381	63.81%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9155	91.55%
Skin irritation	-	0.6569	65.69%
Skin corrosion	-	0.9172	91.72%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6468	64.68%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.8561	85.61%
skin sensitisation	-	0.9070	90.70%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7026	70.26%
Acute Oral Toxicity (c)	I	0.4535	45.35%
Estrogen receptor binding	+	0.6284	62.84%
Androgen receptor binding	+	0.7122	71.22%
Thyroid receptor binding	-	0.5065	50.65%
Glucocorticoid receptor binding	+	0.7413	74.13%
Aromatase binding	+	0.7199	71.99%
PPAR gamma	+	0.6938	69.38%
Honey bee toxicity	-	0.6513	65.13%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9811	98.11%

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	97.40%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.97%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.38%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.54%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.45%	94.45%
CHEMBL4302	P08183	P-glycoprotein 1	92.39%	92.98%
CHEMBL2996	Q05655	Protein kinase C delta	91.55%	97.79%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.79%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	89.02%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.48%	82.69%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.21%	96.77%
CHEMBL3922	P50579	Methionine aminopeptidase 2	88.10%	97.28%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.40%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.04%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.95%	95.71%
CHEMBL5028	O14672	ADAM10	85.69%	97.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.58%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.77%	89.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.65%	97.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.62%	85.30%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.46%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.27%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.55%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.15%	96.95%
CHEMBL259	P32245	Melanocortin receptor 4	82.80%	95.38%
CHEMBL1871	P10275	Androgen Receptor	82.79%	96.43%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.38%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.28%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.05%	89.05%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.03%	96.90%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.56%	91.07%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.98%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.92%	94.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.91%	94.00%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	80.69%	88.81%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.41%	82.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.18%	99.17%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	80.03%	95.36%

Plants that contains it

• Betula pendula subsp. mandshurica

Cross-Links

• PubChem: 73068515
• LOTUS: LTS0175006
• wikiData: Q105383039