Stoloniferin I

Details

• Internal ID: be34005b-73c6-4af7-824e-b110cb8c95c6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3R,4S,5R,6S)-4,5-dihydroxy-2-methyl-6-[(2S,3S,4R,5R,6S)-2-methyl-5-[(2S)-2-methylbutanoyl]oxy-6-[[(1S,3R,4S,5R,6R,8R,10S,22S,23S,24S,26R)-4,5,26-trihydroxy-6,24-dimethyl-20-oxo-10-pentyl-2,7,9,21,25-pentaoxatricyclo[20.3.1.03,8]hexacosan-23-yl]oxy]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxyoxan-3-yl] (2S)-2-methylbutanoate
• SMILES (Canonical): CCCCCC1CCCCCCCCCC(=O)OC2C(C(OC(C2OC3C(C(C(C(O3)C)OC4C(C(C(C(O4)C)OC(=O)C(C)CC)O)O)OC5C(C(C(C(O5)C)O)O)O)OC(=O)C(C)CC)C)OC6C(C(C(OC6O1)C)O)O)O
• SMILES (Isomeric): CCCCC[C@H]1CCCCCCCCCC(=O)O[C@H]2[C@H]([C@@H](O[C@H]([C@@H]2O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)OC(=O)[C@@H](C)CC)O)O)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)O)O)O)OC(=O)[C@@H](C)CC)C)O[C@@H]6[C@H]([C@H]([C@H](O[C@H]6O1)C)O)O)O
• InChI: InChI=1S/C56H96O24/c1-11-14-20-23-33-24-21-18-16-15-17-19-22-25-34(57)74-46-42(65)54(79-47-38(61)36(59)29(7)69-55(47)73-33)71-31(9)44(46)78-56-49(76-51(67)27(5)13-3)48(80-52-40(63)37(60)35(58)28(6)68-52)45(32(10)72-56)77-53-41(64)39(62)43(30(8)70-53)75-50(66)26(4)12-2/h26-33,35-49,52-56,58-65H,11-25H2,1-10H3/t26-,27-,28-,29+,30-,31-,32-,33-,35-,36-,37+,38-,39-,40+,41+,42+,43-,44-,45-,46-,47+,48+,49+,52-,53-,54-,55-,56-/m0/s1
• InChI Key: MKGGCMNXVOUKHJ-QLFFLOGESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₆O₂₄
• Molecular Weight: 1153.30 g/mol
• Exact Mass: 1152.62915392 g/mol
• Topological Polar Surface Area (TPSA): 333.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 2.46
• H-Bond Acceptor: 24
• H-Bond Donor: 8
• Rotatable Bonds: 16

Synonyms

• CHEMBL504970

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8671	86.71%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6926	69.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8386	83.86%
OATP1B3 inhibitior	+	0.8309	83.09%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9604	96.04%
P-glycoprotein inhibitior	+	0.7418	74.18%
P-glycoprotein substrate	+	0.6336	63.36%
CYP3A4 substrate	+	0.6925	69.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8899	88.99%
CYP3A4 inhibition	-	0.7800	78.00%
CYP2C9 inhibition	-	0.9333	93.33%
CYP2C19 inhibition	-	0.8567	85.67%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.9042	90.42%
CYP2C8 inhibition	+	0.6349	63.49%
CYP inhibitory promiscuity	-	0.9756	97.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7479	74.79%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9012	90.12%
Skin irritation	-	0.7208	72.08%
Skin corrosion	-	0.9249	92.49%
Ames mutagenesis	-	0.6778	67.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7386	73.86%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6040	60.40%
skin sensitisation	-	0.8982	89.82%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9170	91.70%
Acute Oral Toxicity (c)	III	0.6582	65.82%
Estrogen receptor binding	+	0.8259	82.59%
Androgen receptor binding	+	0.6220	62.20%
Thyroid receptor binding	+	0.5409	54.09%
Glucocorticoid receptor binding	+	0.7146	71.46%
Aromatase binding	+	0.6279	62.79%
PPAR gamma	+	0.7547	75.47%
Honey bee toxicity	-	0.7849	78.49%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6328	63.28%
Fish aquatic toxicity	+	0.9527	95.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.13%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.87%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.39%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.43%	91.11%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.32%	100.00%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	92.70%	90.24%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.50%	92.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.38%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	91.32%	92.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.50%	90.71%
CHEMBL4072	P07858	Cathepsin B	90.40%	93.67%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.32%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.18%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.45%	83.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.35%	99.17%
CHEMBL1968	P07099	Epoxide hydrolase 1	86.65%	98.57%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.36%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.13%	95.89%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.58%	95.64%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.35%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	84.32%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.25%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.17%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.57%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.00%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.67%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.60%	95.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.09%	96.77%

Plants that contains it

• Ipomoea imperati
• Ipomoea murucoides

Cross-Links

• PubChem: 44593586
• LOTUS: LTS0114237
• wikiData: Q104389080