Marsdekoiside B

Details

• Internal ID: d9cb8733-8df0-457d-9850-eda12df91dad
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [3-[5-[5-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-8,14,17-trihydroxy-17-(1-hydroxyethyl)-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,15,16-dodecahydrocyclopenta[a]phenanthren-12-yl] benzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4CCC5(C(C4)CCC6(C5CC(C7(C6(CCC7(C(C)O)O)O)C)OC(=O)C8=CC=CC=C8)O)C)C)C)O)OC)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4CCC5(C(C4)CCC6(C5CC(C7(C6(CCC7(C(C)O)O)O)C)OC(=O)C8=CC=CC=C8)O)C)C)C)O)OC)O
• InChI: InChI=1S/C49H76O17/c1-25-38(51)42(59-9)39(52)44(62-25)66-41-27(3)61-37(23-33(41)58-8)65-40-26(2)60-36(22-32(40)57-7)63-31-16-17-45(5)30(21-31)15-18-48(55)34(45)24-35(64-43(53)29-13-11-10-12-14-29)46(6)47(54,28(4)50)19-20-49(46,48)56/h10-14,25-28,30-42,44,50-52,54-56H,15-24H2,1-9H3
• InChI Key: OVOSPCKCJQHZPN-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₆O₁₇
• Molecular Weight: 937.10 g/mol
• Exact Mass: 936.50825095 g/mol
• Topological Polar Surface Area (TPSA): 231.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.14
• H-Bond Acceptor: 17
• H-Bond Donor: 6
• Rotatable Bonds: 12

Synonyms

• Marsdekoiside B
• DTXSID20930673
• [3-[5-[5-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-8,14,17-trihydroxy-17-(1-hydroxyethyl)-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,15,16-dodecahydrocyclopenta[a]phenanthren-12-yl] benzoate
• 12-O-Benzoyl-dihydrosarcostin-3-O-3-O-methyl-6-deoxy-beta-D-allopyranosyl(1-4)-O-beta-D-oleandropyranosyl(1-4)-O-beta-D-cymaropyranoside
• 12-O-Benzoyl-dihydrosarcostin-3-O-3-O-methyl-6-deoxy-beta-D-allopyrano syl(1-4)-O-beta-D-oleandropyr
• 3-{[6-Deoxy-3-O-methylhexopyranosyl-(1->4)-2,6-dideoxy-3-O-methylhexopyranosyl-(1->4)-2,6-dideoxy-3-O-methylhexopyranosyl]oxy}-8,14,17,20-tetrahydroxypregnan-12-yl benzoate
• Pregnane-8,12,14,17,20-pentol, 3-((O-6-deoxy-3-O-methyl-beta-D-allopyranosyl-(1-4)-O-2,6-dideoxy-3-O-methyl-beta-D-arabino-hexopyranosyl-(1-4)-2,6-dideoxy-3-O-methyl-beta-D-ribo-hexopyranosyl)oxy)-, 12-benzoate, (3beta,5alpha,12beta,14beta,17alpha,20S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7733	77.33%
Caco-2	-	0.8730	87.30%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6195	61.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8618	86.18%
OATP1B3 inhibitior	+	0.8468	84.68%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8321	83.21%
BSEP inhibitior	+	0.9581	95.81%
P-glycoprotein inhibitior	+	0.7468	74.68%
P-glycoprotein substrate	+	0.7364	73.64%
CYP3A4 substrate	+	0.7353	73.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8632	86.32%
CYP3A4 inhibition	-	0.8599	85.99%
CYP2C9 inhibition	-	0.9282	92.82%
CYP2C19 inhibition	-	0.9179	91.79%
CYP2D6 inhibition	-	0.9418	94.18%
CYP1A2 inhibition	-	0.8130	81.30%
CYP2C8 inhibition	+	0.5971	59.71%
CYP inhibitory promiscuity	-	0.9792	97.92%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6229	62.29%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9055	90.55%
Skin irritation	-	0.5805	58.05%
Skin corrosion	-	0.9214	92.14%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7965	79.65%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.9029	90.29%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.9514	95.14%
Acute Oral Toxicity (c)	II	0.4117	41.17%
Estrogen receptor binding	+	0.8151	81.51%
Androgen receptor binding	+	0.7476	74.76%
Thyroid receptor binding	+	0.5985	59.85%
Glucocorticoid receptor binding	+	0.7540	75.40%
Aromatase binding	+	0.5987	59.87%
PPAR gamma	+	0.8171	81.71%
Honey bee toxicity	-	0.6669	66.69%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9184	91.84%

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	96.18%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.51%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.83%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.86%	91.11%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	93.71%	94.23%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	91.97%	91.65%
CHEMBL221	P23219	Cyclooxygenase-1	91.90%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.33%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.43%	89.00%
CHEMBL5028	O14672	ADAM10	89.19%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.16%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.11%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.83%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.71%	94.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.64%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.06%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.05%	96.00%
CHEMBL4302	P08183	P-glycoprotein 1	85.04%	92.98%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.84%	83.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.64%	100.00%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	83.56%	97.53%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.50%	94.62%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.47%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.33%	100.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.35%	89.44%

Plants that contains it

• Marsdenia koi

Cross-Links

• PubChem: 3083306
• LOTUS: LTS0129338
• wikiData: Q82906088