1-[8,12,14,17-Tetrahydroxy-3-[5-[3-hydroxy-4-methoxy-6-methyl-5-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethyl benzoate

Details

• Internal ID: 4fe108b9-945e-4b1c-976f-f9a37b5fe346
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 1-[8,12,14,17-tetrahydroxy-3-[5-[3-hydroxy-4-methoxy-6-methyl-5-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethyl benzoate
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4(C3CC(C5(C4(CCC5(C(C)OC(=O)C6=CC=CC=C6)O)O)C)O)O)C)OC)OC7C(C(C(C(O7)C)OC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)O)O)O)OC)O
• SMILES (Isomeric): CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4(C3CC(C5(C4(CCC5(C(C)OC(=O)C6=CC=CC=C6)O)O)C)O)O)C)OC)OC7C(C(C(C(O7)C)OC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)O)O)O)OC)O
• InChI: InChI=1S/C54H84O24/c1-24-43(77-49-42(63)45(69-7)44(25(2)72-49)78-48-41(62)39(60)37(58)32(76-48)23-70-47-40(61)38(59)36(57)31(22-55)75-47)30(68-6)20-35(71-24)74-29-14-15-50(4)28(19-29)13-16-53(66)33(50)21-34(56)51(5)52(65,17-18-54(51,53)67)26(3)73-46(64)27-11-9-8-10-12-27/h8-12,24-26,28-45,47-49,55-63,65-67H,13-23H2,1-7H3
• InChI Key: UZKLSMYPXWUBGQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₄O₂₄
• Molecular Weight: 1117.20 g/mol
• Exact Mass: 1116.53525354 g/mol
• Topological Polar Surface Area (TPSA): 361.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.74
• H-Bond Acceptor: 24
• H-Bond Donor: 12
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5692	56.92%
Caco-2	-	0.8685	86.85%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6724	67.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8457	84.57%
OATP1B3 inhibitior	+	0.8997	89.97%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9709	97.09%
P-glycoprotein inhibitior	+	0.7437	74.37%
P-glycoprotein substrate	+	0.7295	72.95%
CYP3A4 substrate	+	0.7418	74.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8641	86.41%
CYP3A4 inhibition	-	0.9119	91.19%
CYP2C9 inhibition	-	0.9164	91.64%
CYP2C19 inhibition	-	0.8969	89.69%
CYP2D6 inhibition	-	0.9555	95.55%
CYP1A2 inhibition	-	0.9067	90.67%
CYP2C8 inhibition	+	0.7046	70.46%
CYP inhibitory promiscuity	-	0.9725	97.25%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6808	68.08%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9001	90.01%
Skin irritation	-	0.7001	70.01%
Skin corrosion	-	0.9574	95.74%
Ames mutagenesis	-	0.5670	56.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8233	82.33%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5778	57.78%
skin sensitisation	-	0.9381	93.81%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9454	94.54%
Acute Oral Toxicity (c)	I	0.4790	47.90%
Estrogen receptor binding	+	0.8202	82.02%
Androgen receptor binding	+	0.7465	74.65%
Thyroid receptor binding	+	0.6319	63.19%
Glucocorticoid receptor binding	+	0.7719	77.19%
Aromatase binding	+	0.6469	64.69%
PPAR gamma	+	0.8284	82.84%
Honey bee toxicity	-	0.6485	64.85%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.8232	82.32%

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	96.72%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.07%	90.17%
CHEMBL2581	P07339	Cathepsin D	95.61%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.17%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.49%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.42%	97.09%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	92.31%	94.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.79%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.47%	96.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	86.85%	89.44%
CHEMBL5028	O14672	ADAM10	86.70%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.66%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.03%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.80%	89.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.57%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.11%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.07%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.51%	95.93%
CHEMBL1914	P06276	Butyrylcholinesterase	83.01%	95.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.62%	96.47%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.92%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.79%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.78%	97.25%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.58%	89.67%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.43%	94.08%

Plants that contains it

• Caralluma stalagmifera

Cross-Links

• PubChem: 162853718
• LOTUS: LTS0124405
• wikiData: Q105282244