[4,5-dihydroxy-2-[[11-hydroxy-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]oxy]-6-(hydroxymethyl)oxan-3-yl] acetate

Details

• Internal ID: dacf7c90-5619-4203-ab62-92b08a79a5d9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [4,5-dihydroxy-2-[[11-hydroxy-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]oxy]-6-(hydroxymethyl)oxan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(C(C(OC1OC2CCC3(C(C2(C)C)CCC4(C3C(CC5C4(CCC5C6(CCC(O6)C(C)(C)O)C)C)O)C)C)CO)O)O
• SMILES (Isomeric): CC(=O)OC1C(C(C(OC1OC2CCC3(C(C2(C)C)CCC4(C3C(CC5C4(CCC5C6(CCC(O6)C(C)(C)O)C)C)O)C)C)CO)O)O
• InChI: InChI=1S/C38H64O10/c1-20(40)45-30-29(43)28(42)24(19-39)46-32(30)47-26-12-14-35(6)25(33(26,2)3)11-16-37(8)31(35)23(41)18-22-21(10-15-36(22,37)7)38(9)17-13-27(48-38)34(4,5)44/h21-32,39,41-44H,10-19H2,1-9H3
• InChI Key: VYHGOPCUTZUFCP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₄O₁₀
• Molecular Weight: 680.90 g/mol
• Exact Mass: 680.44994823 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.11
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7897	78.97%
Caco-2	-	0.8611	86.11%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8246	82.46%
OATP2B1 inhibitior	-	0.8662	86.62%
OATP1B1 inhibitior	+	0.7742	77.42%
OATP1B3 inhibitior	+	0.9188	91.88%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7287	72.87%
BSEP inhibitior	-	0.7831	78.31%
P-glycoprotein inhibitior	+	0.7847	78.47%
P-glycoprotein substrate	-	0.6854	68.54%
CYP3A4 substrate	+	0.7524	75.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8898	88.98%
CYP3A4 inhibition	-	0.8203	82.03%
CYP2C9 inhibition	-	0.8659	86.59%
CYP2C19 inhibition	-	0.9234	92.34%
CYP2D6 inhibition	-	0.9516	95.16%
CYP1A2 inhibition	-	0.9221	92.21%
CYP2C8 inhibition	+	0.6363	63.63%
CYP inhibitory promiscuity	-	0.9425	94.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6506	65.06%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9118	91.18%
Skin irritation	-	0.6395	63.95%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7228	72.28%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7074	70.74%
skin sensitisation	-	0.9296	92.96%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8460	84.60%
Acute Oral Toxicity (c)	I	0.6522	65.22%
Estrogen receptor binding	+	0.5893	58.93%
Androgen receptor binding	+	0.7327	73.27%
Thyroid receptor binding	-	0.6044	60.44%
Glucocorticoid receptor binding	+	0.6561	65.61%
Aromatase binding	+	0.7100	71.00%
PPAR gamma	+	0.6907	69.07%
Honey bee toxicity	-	0.6337	63.37%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9101	91.01%

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	98.02%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.30%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.78%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.56%	94.45%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	92.36%	89.05%
CHEMBL2996	Q05655	Protein kinase C delta	91.27%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.15%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.96%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.57%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.15%	96.61%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.08%	96.77%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	88.74%	82.50%
CHEMBL259	P32245	Melanocortin receptor 4	87.67%	95.38%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	87.33%	95.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.05%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.33%	95.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	86.23%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	85.96%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.81%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.69%	95.89%
CHEMBL204	P00734	Thrombin	85.28%	96.01%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.66%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.09%	95.89%
CHEMBL1871	P10275	Androgen Receptor	83.99%	96.43%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.54%	91.07%
CHEMBL1914	P06276	Butyrylcholinesterase	83.52%	95.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.28%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.86%	92.62%
CHEMBL2581	P07339	Cathepsin D	82.49%	98.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.33%	89.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.31%	82.69%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.25%	96.21%
CHEMBL340	P08684	Cytochrome P450 3A4	81.40%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.17%	100.00%
CHEMBL5028	O14672	ADAM10	81.12%	97.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.49%	91.24%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.21%	97.28%

Plants that contains it

• Betula ermanii

Cross-Links

• PubChem: 73017685
• LOTUS: LTS0059822
• wikiData: Q105298986