Mussaendoside P

Details

• Internal ID: c4bcd05f-ce66-4ed2-a59c-757dd2af55af
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: (2E,4E,6R)-6-[(1S,3S,5R,6R,8R,11S,12S,15R,16R)-6-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-N-[(3S,4R,5R)-4,5-dimethyl-2-oxooxolan-3-yl]-2-methylhepta-2,4-dienamide
• SMILES (Canonical): CC1C(OC(=O)C1NC(=O)C(=CC=CC(C)C2CCC3(C2(CCC45C3CCC6C4(C5)CC(C(C6(C)C)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)O)O)OC9C(C(C(C(O9)CO)O)O)OC1C(C(C(C(O1)C)O)O)O)O)C)C)C)C
• SMILES (Isomeric): C[C@H]1[C@H](OC(=O)[C@H]1NC(=O)/C(=C/C=C/[C@@H](C)[C@H]2CC[C@@]3([C@@]2(CC[C@]45[C@H]3CC[C@@H]6[C@]4(C5)C[C@H]([C@@H](C6(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O)O)O)O)C)C)/C)C
• InChI: InChI=1S/C60H95NO23/c1-24(12-11-13-25(2)50(74)61-36-26(3)27(4)76-51(36)75)30-16-17-58(10)35-15-14-34-56(7,8)49(31(64)20-60(34)23-59(35,60)19-18-57(30,58)9)84-55-48(45(73)46(33(22-63)80-55)81-52-43(71)40(68)37(65)28(5)77-52)83-54-47(42(70)39(67)32(21-62)79-54)82-53-44(72)41(69)38(66)29(6)78-53/h11-13,24,26-49,52-55,62-73H,14-23H2,1-10H3,(H,61,74)/b12-11+,25-13+/t24-,26+,27-,28+,29+,30-,31-,32-,33-,34+,35+,36+,37+,38+,39-,40-,41-,42+,43-,44-,45+,46-,47-,48-,49+,52+,53+,54+,55+,57-,58+,59+,60-/m1/s1
• InChI Key: VXWZPOBCAUZTDY-PHBRQRNESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₉₅NO₂₃
• Molecular Weight: 1198.40 g/mol
• Exact Mass: 1197.62948828 g/mol
• Topological Polar Surface Area (TPSA): 372.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): -0.69
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5833	58.33%
Caco-2	-	0.8644	86.44%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6433	64.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8006	80.06%
OATP1B3 inhibitior	+	0.9300	93.00%
MATE1 inhibitior	-	0.9646	96.46%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9241	92.41%
P-glycoprotein inhibitior	+	0.7452	74.52%
P-glycoprotein substrate	+	0.7095	70.95%
CYP3A4 substrate	+	0.7409	74.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8822	88.22%
CYP3A4 inhibition	-	0.8748	87.48%
CYP2C9 inhibition	-	0.8205	82.05%
CYP2C19 inhibition	-	0.8481	84.81%
CYP2D6 inhibition	-	0.9332	93.32%
CYP1A2 inhibition	-	0.8796	87.96%
CYP2C8 inhibition	+	0.7129	71.29%
CYP inhibitory promiscuity	-	0.7635	76.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5202	52.02%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.8982	89.82%
Skin irritation	-	0.7164	71.64%
Skin corrosion	-	0.9238	92.38%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7891	78.91%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.7709	77.09%
skin sensitisation	-	0.8462	84.62%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5662	56.62%
Acute Oral Toxicity (c)	III	0.6233	62.33%
Estrogen receptor binding	+	0.7447	74.47%
Androgen receptor binding	+	0.7532	75.32%
Thyroid receptor binding	+	0.6314	63.14%
Glucocorticoid receptor binding	+	0.7933	79.33%
Aromatase binding	+	0.7091	70.91%
PPAR gamma	+	0.8186	81.86%
Honey bee toxicity	-	0.5945	59.45%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9411	94.11%

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	99.45%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.69%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.33%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.40%	96.21%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	94.48%	95.58%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.86%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.87%	96.61%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.82%	91.24%
CHEMBL2581	P07339	Cathepsin D	92.14%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.75%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.86%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.63%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.52%	91.07%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.28%	96.38%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.66%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.07%	97.09%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.55%	98.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.06%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.97%	89.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.73%	87.67%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.44%	93.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.24%	95.71%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.19%	91.03%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.99%	95.83%
CHEMBL236	P41143	Delta opioid receptor	84.62%	99.35%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.48%	97.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.18%	92.88%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.13%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.76%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.69%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.52%	97.36%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.67%	89.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.34%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.09%	91.19%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.73%	89.34%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.09%	95.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.61%	95.50%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.49%	80.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.37%	92.78%
CHEMBL5255	O00206	Toll-like receptor 4	80.34%	92.50%

Plants that contains it

• Mussaenda pubescens

Cross-Links

• PubChem: 101682154
• LOTUS: LTS0268868
• wikiData: Q105298806