Sapinmusaponin I

Details

• Internal ID: 0ff77647-75d1-4c2e-bc6a-3e150005e534
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6R)-3,4-dihydroxy-6-[[(3S,5R,9R,10R,13S,14S,17S)-17-[(2S,3S,5S)-2-methoxy-5-(2-methylprop-1-enyl)oxolan-3-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3CCC4(C5CCC6(C(CCC6(C5=CCC4C3(C)C)C)C7CC(OC7OC)C=C(C)C)C)C)OC8C(C(C(C(O8)C)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@H]3CC[C@@]4([C@H]5CC[C@]6([C@@H](CC[C@@]6(C5=CC[C@H]4C3(C)C)C)[C@@H]7C[C@H](O[C@@H]7OC)C=C(C)C)C)C)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C49H80O16/c1-22(2)19-25-20-26(42(58-10)62-25)27-13-17-49(9)29-11-12-31-46(5,6)32(15-16-47(31,7)28(29)14-18-48(27,49)8)64-45-41(65-44-40(57)37(54)34(51)24(4)61-44)38(55)35(52)30(63-45)21-59-43-39(56)36(53)33(50)23(3)60-43/h11,19,23-28,30-45,50-57H,12-18,20-21H2,1-10H3/t23-,24-,25+,26-,27-,28-,30+,31-,32-,33-,34-,35+,36+,37+,38-,39+,40+,41+,42-,43+,44-,45-,47+,48-,49+/m0/s1
• InChI Key: ZAIDBNLLZLYWGI-CTGJJWJBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₈₀O₁₆
• Molecular Weight: 925.10 g/mol
• Exact Mass: 924.54463646 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

• CHEMBL502857

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8936	89.36%
Caco-2	-	0.8839	88.39%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8392	83.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8324	83.24%
OATP1B3 inhibitior	+	0.9043	90.43%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8452	84.52%
P-glycoprotein inhibitior	+	0.7547	75.47%
P-glycoprotein substrate	-	0.5174	51.74%
CYP3A4 substrate	+	0.7443	74.43%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.8179	81.79%
CYP3A4 inhibition	-	0.8985	89.85%
CYP2C9 inhibition	-	0.8176	81.76%
CYP2C19 inhibition	-	0.8761	87.61%
CYP2D6 inhibition	-	0.9224	92.24%
CYP1A2 inhibition	-	0.8849	88.49%
CYP2C8 inhibition	+	0.7948	79.48%
CYP inhibitory promiscuity	-	0.7614	76.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5530	55.30%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9066	90.66%
Skin irritation	-	0.6287	62.87%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.8454	84.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7882	78.82%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6947	69.47%
skin sensitisation	-	0.8953	89.53%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.9058	90.58%
Acute Oral Toxicity (c)	I	0.5521	55.21%
Estrogen receptor binding	+	0.7926	79.26%
Androgen receptor binding	+	0.7476	74.76%
Thyroid receptor binding	-	0.5069	50.69%
Glucocorticoid receptor binding	+	0.7040	70.40%
Aromatase binding	+	0.6544	65.44%
PPAR gamma	+	0.7779	77.79%
Honey bee toxicity	-	0.5738	57.38%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9718	97.18%

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	99.13%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.92%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.49%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	94.29%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.47%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.29%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.81%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.92%	97.09%
CHEMBL5957	P21589	5'-nucleotidase	89.55%	97.78%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.02%	89.05%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.78%	92.94%
CHEMBL1871	P10275	Androgen Receptor	86.54%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.45%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.41%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.31%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.76%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.64%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.24%	92.50%
CHEMBL5028	O14672	ADAM10	80.11%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.08%	94.00%

Plants that contains it

• Salvia cana
• Sapindus mukorossi

Cross-Links

• PubChem: 11665164
• LOTUS: LTS0221325
• wikiData: Q105247249