Odorobioside G monoacetate

Details

• Internal ID: e59d9c98-58cc-4663-a28e-93124c766a9b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
• IUPAC Name: [3-[3-hydroxy-4-methoxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-14-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CCC5C6=CC(=O)OC6)OC(=O)C)C)C)O)OC)OC7C(C(C(C(O7)CO)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CCC5C6=CC(=O)OC6)OC(=O)C)C)C)O)OC)OC7C(C(C(C(O7)CO)O)O)O
• InChI: InChI=1S/C38H58O14/c1-18-32(51-34-30(44)29(43)28(42)26(16-39)50-34)33(46-5)31(45)35(48-18)49-22-8-11-36(3)21(15-22)6-7-25-24(36)9-12-37(4)23(20-14-27(41)47-17-20)10-13-38(25,37)52-19(2)40/h14,18,21-26,28-35,39,42-45H,6-13,15-17H2,1-5H3
• InChI Key: YESKODZZFSGQRN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₈O₁₄
• Molecular Weight: 738.90 g/mol
• Exact Mass: 738.38265652 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.51
• H-Bond Acceptor: 14
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

• 63869-92-1
• DTXSID20980633
• 14-(Acetyloxy)-3-[(6-deoxy-4-O-hexopyranosyl-3-O-methylhexopyranosyl)oxy]card-20(22)-enolide
• Card-20(22)-enolide, 3-[(6-deoxy-4-O-.beta.-D-glucopyranosyl-3-O-methyl-.beta.-D-galactopyranosyl)oxy]-14-hydroxy-, monoacetate, (3.beta.,5.beta.)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7590	75.90%
Caco-2	-	0.8812	88.12%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8357	83.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8767	87.67%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6508	65.08%
P-glycoprotein inhibitior	+	0.7550	75.50%
P-glycoprotein substrate	+	0.6819	68.19%
CYP3A4 substrate	+	0.7319	73.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9000	90.00%
CYP3A4 inhibition	-	0.9245	92.45%
CYP2C9 inhibition	-	0.9026	90.26%
CYP2C19 inhibition	-	0.9119	91.19%
CYP2D6 inhibition	-	0.9487	94.87%
CYP1A2 inhibition	-	0.9062	90.62%
CYP2C8 inhibition	+	0.5349	53.49%
CYP inhibitory promiscuity	-	0.9125	91.25%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5689	56.89%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9247	92.47%
Skin irritation	-	0.6095	60.95%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7709	77.09%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9237	92.37%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7410	74.10%
Acute Oral Toxicity (c)	I	0.7972	79.72%
Estrogen receptor binding	+	0.8028	80.28%
Androgen receptor binding	+	0.8077	80.77%
Thyroid receptor binding	-	0.6766	67.66%
Glucocorticoid receptor binding	+	0.6752	67.52%
Aromatase binding	+	0.7118	71.18%
PPAR gamma	+	0.7202	72.02%
Honey bee toxicity	-	0.6061	60.61%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9536	95.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.14%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.47%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.13%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.45%	100.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	94.78%	81.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.83%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.49%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.51%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.27%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.75%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.20%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.09%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.87%	92.94%
CHEMBL2581	P07339	Cathepsin D	85.38%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.99%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.20%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.45%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.14%	95.89%
CHEMBL2243	O00519	Anandamide amidohydrolase	82.12%	97.53%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.91%	97.36%
CHEMBL5028	O14672	ADAM10	81.33%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.07%	94.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.41%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.16%	95.56%

Plants that contains it

• Digitalis lanata
• Digitalis purpurea

Cross-Links

• PubChem: 3048010
• NPASS: NPC204166