Marsdenoside A

Details

• Internal ID: 371697e7-87ce-461c-afe6-6e63e5436ca0
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
• IUPAC Name: [(1S,3R,6R,7S,8S,9S,10S,11S,14S,16S)-6-acetyl-14-[(2R,4R,5R,6R)-5-[(2S,3R,4R,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-7,11-dimethyl-8-[(E)-2-methylbut-2-enoyl]oxy-2-oxapentacyclo[8.8.0.01,3.03,7.011,16]octadecan-9-yl] 2-methylbutanoate
• InChI: InChI=1S/C45H70O14/c1-12-22(3)39(49)56-36-37-42(8)17-15-28(55-31-21-30(51-10)34(26(7)53-31)57-41-33(48)35(52-11)32(47)25(6)54-41)20-27(42)14-18-44(37)45(59-44)19-16-29(24(5)46)43(45,9)38(36)58-40(50)23(4)13-2/h13,22,25-38,41,47-48H,12,14-21H2,1-11H3/b23-13+/t22?,25-,26-,27+,28+,29+,30-,31+,32-,33-,34-,35-,36+,37-,38-,41+,42+,43+,44+,45-/m1/s1
• InChI Key: RZEWOQQBEXNIGQ-OOZKSINOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₀O₁₄
• Molecular Weight: 835.00 g/mol
• Exact Mass: 834.47655690 g/mol
• Topological Polar Surface Area (TPSA): 178.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.97
• H-Bond Acceptor: 14
• H-Bond Donor: 2
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9411	94.11%
Caco-2	-	0.8664	86.64%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6161	61.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8279	82.79%
OATP1B3 inhibitior	+	0.9601	96.01%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9718	97.18%
P-glycoprotein inhibitior	+	0.7779	77.79%
P-glycoprotein substrate	+	0.7243	72.43%
CYP3A4 substrate	+	0.7416	74.16%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8918	89.18%
CYP3A4 inhibition	-	0.8277	82.77%
CYP2C9 inhibition	-	0.8543	85.43%
CYP2C19 inhibition	-	0.8695	86.95%
CYP2D6 inhibition	-	0.9351	93.51%
CYP1A2 inhibition	-	0.8368	83.68%
CYP2C8 inhibition	+	0.6538	65.38%
CYP inhibitory promiscuity	-	0.8591	85.91%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6261	62.61%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9096	90.96%
Skin irritation	-	0.5804	58.04%
Skin corrosion	-	0.9240	92.40%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7210	72.10%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5726	57.26%
skin sensitisation	-	0.8354	83.54%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6050	60.50%
Acute Oral Toxicity (c)	I	0.3528	35.28%
Estrogen receptor binding	+	0.7869	78.69%
Androgen receptor binding	+	0.7393	73.93%
Thyroid receptor binding	-	0.5167	51.67%
Glucocorticoid receptor binding	+	0.7788	77.88%
Aromatase binding	+	0.6848	68.48%
PPAR gamma	+	0.7767	77.67%
Honey bee toxicity	-	0.6258	62.58%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.9749	97.49%

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	98.22%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.86%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.25%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.78%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.75%	95.17%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.82%	96.38%
CHEMBL2581	P07339	Cathepsin D	91.88%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.65%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.35%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	90.91%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.53%	95.89%
CHEMBL4302	P08183	P-glycoprotein 1	89.24%	92.98%
CHEMBL1937	Q92769	Histone deacetylase 2	88.68%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.92%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.87%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.44%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.53%	92.62%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.96%	95.71%
CHEMBL5255	O00206	Toll-like receptor 4	85.58%	92.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.55%	97.50%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	85.27%	95.36%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.11%	95.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.68%	97.14%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.10%	82.50%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	83.78%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.61%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.34%	94.33%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.07%	92.88%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.74%	98.75%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.63%	89.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.34%	96.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	82.33%	97.31%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.10%	92.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.99%	99.23%
CHEMBL325	Q13547	Histone deacetylase 1	81.69%	95.92%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.35%	91.24%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.00%	91.71%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	80.80%	91.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.78%	86.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.65%	96.47%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.18%	88.56%
CHEMBL221	P23219	Cyclooxygenase-1	80.00%	90.17%

Plants that contains it

• Gongronemopsis tenacissima

Cross-Links

• PubChem: 11228220
• LOTUS: LTS0159146
• wikiData: Q104399727