Mussaenoside

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	9d566dd4-011c-4900-b744-0b72eb7ea590
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name	methyl (1S,4aS,7S,7aS)-7-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate
SMILES (Canonical)	CC1(CCC2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O)O
SMILES (Isomeric)	C[C@@]1(CC[C@H]2[C@@H]1[C@@H](OC=C2C(=O)OC)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O
InChI	InChI=1S/C17H26O10/c1-17(23)4-3-7-8(14(22)24-2)6-25-15(10(7)17)27-16-13(21)12(20)11(19)9(5-18)26-16/h6-7,9-13,15-16,18-21,23H,3-5H2,1-2H3/t7-,9-,10-,11-,12+,13-,15+,16+,17+/m1/s1
InChI Key	XBGJTRDIWPEIMG-DUMNYRKASA-N
Popularity	50 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₇H₂₆O₁₀
Molecular Weight	390.40 g/mol
Exact Mass	390.15259702 g/mol
Topological Polar Surface Area (TPSA)	155.00 Å²
XlogP	-1.60
Atomic LogP (AlogP)	-2.01
H-Bond Acceptor	10
H-Bond Donor	5
Rotatable Bonds	4

Synonyms

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64421-27-8

methyl (1S,4aS,7S,7aS)-7-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate

(1S,4aS,7S,7aS)-Methyl 7-hydroxy-7-methyl-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate

Methyl (1R,2S,6S,9S)-9-hydroxy-9-methyl-2-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-3-oxabicyclo(4.3.0)non-4-ene-5-carboxylate

SCHEMBL9056451

CHEMBL3622811

DTXSID60982994

AKOS040760578

Cyclopenta(c)pyran-4-carboxylic acid, 1-(beta-D-glucopyranosyloxy)-,4a,5,6,7,7a-hexahydro-7-hydroxy-7-methyl-, methyl ester, (1S-(1alpha,4aalpha,7alpha,7aalpha))-

Cyclopenta[c]pyran-4-carboxylic acid, 1-(-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-7-hydroxy-7-methyl-, methyl ester, [1S-(1,4a,7,7a)]-

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7512	75.12%
Caco-2	-	0.8117	81.17%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6940	69.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7370	73.70%
OATP1B3 inhibitior	+	0.9145	91.45%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8603	86.03%
BSEP inhibitior	-	0.9296	92.96%
P-glycoprotein inhibitior	-	0.8602	86.02%
P-glycoprotein substrate	-	0.8208	82.08%
CYP3A4 substrate	+	0.6656	66.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8720	87.20%
CYP3A4 inhibition	-	0.9233	92.33%
CYP2C9 inhibition	-	0.8927	89.27%
CYP2C19 inhibition	-	0.9194	91.94%
CYP2D6 inhibition	-	0.9194	91.94%
CYP1A2 inhibition	-	0.8804	88.04%
CYP2C8 inhibition	+	0.4654	46.54%
CYP inhibitory promiscuity	-	0.9033	90.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6644	66.44%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9764	97.64%
Skin irritation	-	0.5856	58.56%
Skin corrosion	-	0.9313	93.13%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4857	48.57%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.8074	80.74%
skin sensitisation	-	0.8912	89.12%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6520	65.20%
Acute Oral Toxicity (c)	I	0.4145	41.45%
Estrogen receptor binding	+	0.5578	55.78%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5510	55.10%
Glucocorticoid receptor binding	-	0.5623	56.23%
Aromatase binding	-	0.5501	55.01%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8595	85.95%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.3687	36.87%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.26%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.16%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.49%	97.09%
CHEMBL4208	P20618	Proteasome component C5	86.69%	90.00%
CHEMBL5255	O00206	Toll-like receptor 4	86.32%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.59%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.33%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.43%	95.83%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.07%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.73%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.64%	95.89%
CHEMBL2581	P07339	Cathepsin D	82.09%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.42%	86.33%
CHEMBL5028	O14672	ADAM10	81.39%	97.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.23%	91.24%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.03%	85.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.85%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.47%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.17%	95.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Aloysia citrodora

Aragoa cundinamarcensis

Castilleja sessiliflora

Castilleja wightii

Cistanche deserticola

Cordylanthus wrightii