Depressoside D

Details

• Internal ID: e3d2ee9e-0cce-4499-9af4-26a93685ff1c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[[(1S,3R,6S,8R,11S,12S,14S,15R,16R)-15-[(1S)-1-[(2R,4S)-5,5-dimethyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]ethyl]-14-hydroxy-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(C1CC(C(O1)(C)C)OC2C(C(C(C(O2)CO)O)O)O)C3C(CC4(C3(CCC56C4CCC7C5(C6)CCC(C7(C)C)OC8C(C(C(C(O8)CO)O)O)O)C)C)O
• SMILES (Isomeric): C[C@H]([C@H]1C[C@@H](C(O1)(C)C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)[C@H]3[C@H](C[C@@]4([C@@]3(CC[C@]56[C@H]4CC[C@@H]7[C@]5(C6)CC[C@@H](C7(C)C)O[C@@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)O
• InChI: InChI=1S/C42H70O14/c1-19(21-14-27(38(4,5)56-21)55-36-34(51)32(49)30(47)23(17-44)53-36)28-20(45)15-40(7)25-9-8-24-37(2,3)26(54-35-33(50)31(48)29(46)22(16-43)52-35)10-11-41(24)18-42(25,41)13-12-39(28,40)6/h19-36,43-51H,8-18H2,1-7H3/t19-,20+,21-,22-,23-,24+,25+,26+,27+,28+,29-,30-,31+,32+,33-,34-,35-,36+,39-,40+,41-,42+/m1/s1
• InChI Key: XVABHLDWUJWBBH-PHTROHBDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₀O₁₄
• Molecular Weight: 799.00 g/mol
• Exact Mass: 798.47655690 g/mol
• Topological Polar Surface Area (TPSA): 228.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 0.97
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

• 314266-09-6
• beta-D-Glucopyranoside, (3beta,16beta,22R,24S)-22,25-epoxy-16-hydroxy-9,19-cyclolanostane-3,24-diyl bis-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5750	57.50%
Caco-2	-	0.8787	87.87%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6150	61.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8399	83.99%
OATP1B3 inhibitior	+	0.9371	93.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.8447	84.47%
P-glycoprotein inhibitior	+	0.7526	75.26%
P-glycoprotein substrate	-	0.6830	68.30%
CYP3A4 substrate	+	0.6892	68.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8237	82.37%
CYP3A4 inhibition	-	0.9241	92.41%
CYP2C9 inhibition	-	0.8017	80.17%
CYP2C19 inhibition	-	0.8330	83.30%
CYP2D6 inhibition	-	0.9431	94.31%
CYP1A2 inhibition	-	0.8946	89.46%
CYP2C8 inhibition	+	0.5837	58.37%
CYP inhibitory promiscuity	-	0.9524	95.24%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6376	63.76%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9065	90.65%
Skin irritation	-	0.7097	70.97%
Skin corrosion	-	0.9446	94.46%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7828	78.28%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.7998	79.98%
skin sensitisation	-	0.9091	90.91%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7325	73.25%
Acute Oral Toxicity (c)	I	0.6862	68.62%
Estrogen receptor binding	+	0.6762	67.62%
Androgen receptor binding	+	0.7531	75.31%
Thyroid receptor binding	-	0.6016	60.16%
Glucocorticoid receptor binding	+	0.5687	56.87%
Aromatase binding	+	0.6533	65.33%
PPAR gamma	+	0.6959	69.59%
Honey bee toxicity	-	0.6679	66.79%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8309	83.09%

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	97.26%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.60%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.40%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.16%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.73%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	93.45%	95.93%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.82%	92.86%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.37%	96.21%
CHEMBL220	P22303	Acetylcholinesterase	89.62%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.67%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	88.23%	97.79%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.16%	92.88%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.76%	85.14%
CHEMBL3837	P07711	Cathepsin L	86.69%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.69%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.64%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	84.37%	98.10%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.21%	82.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.08%	95.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.68%	95.83%
CHEMBL259	P32245	Melanocortin receptor 4	83.45%	95.38%
CHEMBL2581	P07339	Cathepsin D	82.07%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.83%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.48%	89.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.27%	98.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.20%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.44%	97.14%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.41%	100.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.14%	98.05%

Plants that contains it

• Corchorus depressus

Cross-Links

• PubChem: 132472114
• LOTUS: LTS0013340
• wikiData: Q105342743