[(6R)-6-[(8S,9R,13R,14S,16R,17R)-3,16-dihydroxy-4,9,13,14-tetramethyl-11-oxo-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,8,12,15,16,17-hexahydro-6H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxoheptan-2-yl] acetate

Details

• Internal ID: 40a7a399-892c-4b86-8754-fba4e2c7e05a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(6R)-6-[(8S,9R,13R,14S,16R,17R)-3,16-dihydroxy-4,9,13,14-tetramethyl-11-oxo-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,8,12,15,16,17-hexahydro-6H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxoheptan-2-yl] acetate
• SMILES (Canonical): CC1=C2CCC3C4(CC(C(C4(CC(=O)C3(C2=CC(=C1O)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)(C(=O)CCC(C)(C)OC(=O)C)O)O)C
• SMILES (Isomeric): CC1=C2CC[C@H]3[C@@]4(C[C@H]([C@@H]([C@]4(CC(=O)[C@]3(C2=CC(=C1O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)[C@](C)(C(=O)CCC(C)(C)OC(=O)C)O)O)C
• InChI: InChI=1S/C37H54O13/c1-17-19-9-10-24-34(5)14-21(40)31(37(8,47)25(41)11-12-33(3,4)50-18(2)39)35(34,6)15-26(42)36(24,7)20(19)13-22(27(17)43)48-32-30(46)29(45)28(44)23(16-38)49-32/h13,21,23-24,28-32,38,40,43-47H,9-12,14-16H2,1-8H3/t21-,23-,24+,28-,29+,30-,31+,32-,34+,35-,36+,37+/m1/s1
• InChI Key: QZFOQGMIOQEBCV-LKOWQARKSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₄O₁₃
• Molecular Weight: 706.80 g/mol
• Exact Mass: 706.35644177 g/mol
• Topological Polar Surface Area (TPSA): 221.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.51
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8454	84.54%
Caco-2	-	0.8570	85.70%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7887	78.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8344	83.44%
OATP1B3 inhibitior	+	0.8606	86.06%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7292	72.92%
BSEP inhibitior	+	0.6684	66.84%
P-glycoprotein inhibitior	+	0.7580	75.80%
P-glycoprotein substrate	+	0.5706	57.06%
CYP3A4 substrate	+	0.7253	72.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8697	86.97%
CYP3A4 inhibition	-	0.7174	71.74%
CYP2C9 inhibition	-	0.8160	81.60%
CYP2C19 inhibition	-	0.8611	86.11%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	-	0.5556	55.56%
CYP2C8 inhibition	+	0.7579	75.79%
CYP inhibitory promiscuity	-	0.9432	94.32%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7319	73.19%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9107	91.07%
Skin irritation	-	0.7128	71.28%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6468	64.68%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9331	93.31%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6568	65.68%
Acute Oral Toxicity (c)	III	0.4146	41.46%
Estrogen receptor binding	+	0.7309	73.09%
Androgen receptor binding	+	0.7450	74.50%
Thyroid receptor binding	-	0.5149	51.49%
Glucocorticoid receptor binding	+	0.8004	80.04%
Aromatase binding	+	0.7302	73.02%
PPAR gamma	+	0.7129	71.29%
Honey bee toxicity	-	0.7025	70.25%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9816	98.16%

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	99.77%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.82%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	96.85%	92.94%
CHEMBL2581	P07339	Cathepsin D	96.55%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	96.03%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.21%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.15%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.08%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.80%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.83%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.89%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.66%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.62%	95.56%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	89.55%	85.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	89.15%	82.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.43%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.81%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.76%	96.21%
CHEMBL5255	O00206	Toll-like receptor 4	87.62%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.49%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	87.38%	97.79%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.41%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.00%	90.00%
CHEMBL4581	P52732	Kinesin-like protein 1	82.85%	93.18%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.36%	95.64%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.11%	99.23%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.94%	95.78%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.88%	96.39%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.64%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.41%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.28%	91.07%

Plants that contains it

• Cayaponia tayuya
• Fevillea cordifolia

Cross-Links

• PubChem: 101641874
• LOTUS: LTS0231183
• wikiData: Q104402515