Dregeoside C

Details

• Internal ID: 193124e8-02ea-4cc1-a64e-1b91cb3d558e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 1-[12-acetyloxy-14,17-dihydroxy-3-[5-[5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl benzoate
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4CCC5(C(C4)CCC6C5CC(C7(C6(CCC7(C(C)OC(=O)C8=CC=CC=C8)O)O)C)OC(=O)C)C)C)C)OC)O
• SMILES (Isomeric): CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4CCC5(C(C4)CCC6C5CC(C7(C6(CCC7(C(C)OC(=O)C8=CC=CC=C8)O)O)C)OC(=O)C)C)C)C)OC)O
• InChI: InChI=1S/C51H78O16/c1-27-44(53)37(57-8)24-42(60-27)66-46-29(3)62-43(26-39(46)59-10)67-45-28(2)61-41(25-38(45)58-9)65-34-18-19-48(6)33(22-34)16-17-35-36(48)23-40(64-31(5)52)49(7)50(55,20-21-51(35,49)56)30(4)63-47(54)32-14-12-11-13-15-32/h11-15,27-30,33-46,53,55-56H,16-26H2,1-10H3
• InChI Key: ZUUMWSMPQZIMEU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₇₈O₁₆
• Molecular Weight: 947.20 g/mol
• Exact Mass: 946.52898640 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.63
• H-Bond Acceptor: 16
• H-Bond Donor: 3
• Rotatable Bonds: 13

Synonyms

• Dregeoside C
• DTXSID50925370
• 12-(Acetyloxy)-3-{[2,6-dideoxy-3-O-methylhexopyranosyl-(1->4)-2,6-dideoxy-3-O-methylhexopyranosyl-(1->4)-2,6-dideoxy-3-O-methylhexopyranosyl]oxy}-14,17-dihydroxypregnan-20-yl benzoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8423	84.23%
Caco-2	-	0.8676	86.76%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6394	63.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8617	86.17%
OATP1B3 inhibitior	+	0.8518	85.18%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	+	0.9752	97.52%
P-glycoprotein inhibitior	+	0.7505	75.05%
P-glycoprotein substrate	+	0.7157	71.57%
CYP3A4 substrate	+	0.7390	73.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8825	88.25%
CYP3A4 inhibition	-	0.7537	75.37%
CYP2C9 inhibition	-	0.9217	92.17%
CYP2C19 inhibition	-	0.9292	92.92%
CYP2D6 inhibition	-	0.9454	94.54%
CYP1A2 inhibition	-	0.7815	78.15%
CYP2C8 inhibition	+	0.5967	59.67%
CYP inhibitory promiscuity	-	0.9749	97.49%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6208	62.08%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9043	90.43%
Skin irritation	-	0.5970	59.70%
Skin corrosion	-	0.9119	91.19%
Ames mutagenesis	-	0.5907	59.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.7749	77.49%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5956	59.56%
skin sensitisation	-	0.9204	92.04%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.9014	90.14%
Acute Oral Toxicity (c)	I	0.3686	36.86%
Estrogen receptor binding	+	0.8331	83.31%
Androgen receptor binding	+	0.7666	76.66%
Thyroid receptor binding	+	0.6104	61.04%
Glucocorticoid receptor binding	+	0.7872	78.72%
Aromatase binding	+	0.6359	63.59%
PPAR gamma	+	0.8339	83.39%
Honey bee toxicity	-	0.6416	64.16%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6545	65.45%
Fish aquatic toxicity	+	0.9340	93.40%

Targets

Proven Targets:

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	97.96%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.00%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	94.01%	94.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.97%	86.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	92.56%	94.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.99%	95.89%
CHEMBL2179	P04062	Beta-glucocerebrosidase	91.20%	85.31%
CHEMBL221	P23219	Cyclooxygenase-1	91.05%	90.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.87%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.48%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.35%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.72%	99.23%
CHEMBL1914	P06276	Butyrylcholinesterase	89.64%	95.00%
CHEMBL5028	O14672	ADAM10	89.46%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.39%	95.89%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.77%	83.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.47%	100.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.51%	94.62%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	85.02%	94.97%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.80%	96.00%
CHEMBL2581	P07339	Cathepsin D	84.32%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.16%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.08%	100.00%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	83.23%	97.53%
CHEMBL340	P08684	Cytochrome P450 3A4	81.91%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.71%	92.62%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.75%	100.00%

Plants that contains it

• Bidens campylotheca
• Dregea sinensis

Cross-Links

• PubChem: 182741
• LOTUS: LTS0188425
• wikiData: Q105235603