Fevicordin B 2-[rhamnosyl-(1->4)-glucosyl-(1->6)-glucoside]

Details

• Internal ID: 5cccbb6e-b84d-4fe0-a58c-30704155f3fd
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [6-[2-[6-[[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3,16-dihydroxy-4,9,13,14-tetramethyl-11-oxo-7,8,12,15,16,17-hexahydro-6H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxoheptan-2-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC4=C(C(=C5CCC6C7(CC(C(C7(CC(=O)C6(C5=C4)C)C)C(C)(C(=O)CCC(C)(C)OC(=O)C)O)O)C)C)O)O)O)O)CO)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC4=C(C(=C5CCC6C7(CC(C(C7(CC(=O)C6(C5=C4)C)C)C(C)(C(=O)CCC(C)(C)OC(=O)C)O)O)C)C)O)O)O)O)CO)O)O)O
• InChI: InChI=1S/C49H74O22/c1-19-22-10-11-28-46(6)15-24(52)41(49(9,64)29(53)12-13-45(4,5)71-21(3)51)47(46,7)16-30(54)48(28,8)23(22)14-25(31(19)55)67-44-38(62)35(59)33(57)27(69-44)18-65-42-39(63)36(60)40(26(17-50)68-42)70-43-37(61)34(58)32(56)20(2)66-43/h14,20,24,26-28,32-44,50,52,55-64H,10-13,15-18H2,1-9H3
• InChI Key: MTLIDTCASADKNT-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₄O₂₂
• Molecular Weight: 1015.10 g/mol
• Exact Mass: 1014.46717398 g/mol
• Topological Polar Surface Area (TPSA): 359.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -1.82
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 14

Synonyms

• CHEBI:197089
• [6-[2-[6-[[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3,16-dihydroxy-4,9,13,14-tetramethyl-11-oxo-7,8,12,15,16,17-hexahydro-6H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxoheptan-2-yl] acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7531	75.31%
Caco-2	-	0.8679	86.79%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7634	76.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8248	82.48%
OATP1B3 inhibitior	+	0.8562	85.62%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9566	95.66%
P-glycoprotein inhibitior	+	0.7462	74.62%
P-glycoprotein substrate	+	0.7133	71.33%
CYP3A4 substrate	+	0.7396	73.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8697	86.97%
CYP3A4 inhibition	-	0.8125	81.25%
CYP2C9 inhibition	-	0.8728	87.28%
CYP2C19 inhibition	-	0.8689	86.89%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.7844	78.44%
CYP2C8 inhibition	+	0.7952	79.52%
CYP inhibitory promiscuity	-	0.9642	96.42%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6689	66.89%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9008	90.08%
Skin irritation	-	0.7429	74.29%
Skin corrosion	-	0.9509	95.09%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7607	76.07%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6427	64.27%
skin sensitisation	-	0.9349	93.49%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8537	85.37%
Acute Oral Toxicity (c)	III	0.3964	39.64%
Estrogen receptor binding	+	0.8036	80.36%
Androgen receptor binding	+	0.7442	74.42%
Thyroid receptor binding	+	0.5952	59.52%
Glucocorticoid receptor binding	+	0.7900	79.00%
Aromatase binding	+	0.6624	66.24%
PPAR gamma	+	0.8247	82.47%
Honey bee toxicity	-	0.6333	63.33%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9721	97.21%

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	99.88%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	97.08%	92.94%
CHEMBL2581	P07339	Cathepsin D	96.57%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.56%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.13%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.57%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.80%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.77%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.47%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.34%	97.25%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	91.97%	82.38%
CHEMBL220	P22303	Acetylcholinesterase	90.88%	94.45%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	90.23%	85.00%
CHEMBL5255	O00206	Toll-like receptor 4	89.57%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.07%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.79%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.75%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.44%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.53%	93.04%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.29%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.96%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.70%	100.00%
CHEMBL4581	P52732	Kinesin-like protein 1	85.13%	93.18%
CHEMBL2996	Q05655	Protein kinase C delta	84.61%	97.79%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	84.28%	96.39%
CHEMBL4208	P20618	Proteasome component C5	84.14%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.03%	91.49%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.92%	89.05%
CHEMBL3401	O75469	Pregnane X receptor	82.77%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.75%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.60%	99.23%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.48%	95.78%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.61%	98.00%

Plants that contains it

• Cyclanthera pedata

Cross-Links

• PubChem: 131751785
• LOTUS: LTS0217233
• wikiData: Q105171765