[5-acetyloxy-10-formyl-14-hydroxy-13-methyl-17-(6-oxopyran-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] 2,3,4,5-tetrahydroxyhexanoate

Details

• Internal ID: 2325452f-2879-49b1-8a40-30354d1ab005
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
• IUPAC Name: [5-acetyloxy-10-formyl-14-hydroxy-13-methyl-17-(6-oxopyran-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] 2,3,4,5-tetrahydroxyhexanoate
• SMILES (Canonical): CC(C(C(C(C(=O)OC1CCC2(C3CCC4(C(CCC4(C3CCC2(C1)OC(=O)C)O)C5=COC(=O)C=C5)C)C=O)O)O)O)O
• SMILES (Isomeric): CC(C(C(C(C(=O)OC1CCC2(C3CCC4(C(CCC4(C3CCC2(C1)OC(=O)C)O)C5=COC(=O)C=C5)C)C=O)O)O)O)O
• InChI: InChI=1S/C32H44O12/c1-17(34)25(37)26(38)27(39)28(40)43-20-6-11-30(16-33)22-7-10-29(3)21(19-4-5-24(36)42-15-19)9-13-32(29,41)23(22)8-12-31(30,14-20)44-18(2)35/h4-5,15-17,20-23,25-27,34,37-39,41H,6-14H2,1-3H3
• InChI Key: IDZGCABQJKWSHL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₄O₁₂
• Molecular Weight: 620.70 g/mol
• Exact Mass: 620.28327683 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.12
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8715	87.15%
Caco-2	-	0.8750	87.50%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7175	71.75%
OATP2B1 inhibitior	-	0.7208	72.08%
OATP1B1 inhibitior	+	0.8288	82.88%
OATP1B3 inhibitior	+	0.8720	87.20%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8858	88.58%
BSEP inhibitior	+	0.8357	83.57%
P-glycoprotein inhibitior	+	0.7009	70.09%
P-glycoprotein substrate	-	0.5061	50.61%
CYP3A4 substrate	+	0.7219	72.19%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.8611	86.11%
CYP3A4 inhibition	-	0.7129	71.29%
CYP2C9 inhibition	-	0.9137	91.37%
CYP2C19 inhibition	-	0.8754	87.54%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	-	0.7309	73.09%
CYP2C8 inhibition	+	0.6474	64.74%
CYP inhibitory promiscuity	-	0.9680	96.80%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6509	65.09%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9302	93.02%
Skin irritation	-	0.6123	61.23%
Skin corrosion	-	0.9118	91.18%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7424	74.24%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6945	69.45%
skin sensitisation	-	0.9145	91.45%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7980	79.80%
Acute Oral Toxicity (c)	I	0.4617	46.17%
Estrogen receptor binding	+	0.8235	82.35%
Androgen receptor binding	+	0.7653	76.53%
Thyroid receptor binding	-	0.5568	55.68%
Glucocorticoid receptor binding	+	0.7480	74.80%
Aromatase binding	+	0.6618	66.18%
PPAR gamma	+	0.6704	67.04%
Honey bee toxicity	-	0.7431	74.31%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9867	98.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.75%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.11%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.26%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.61%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.65%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.64%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.00%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.99%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.24%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.16%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.10%	82.69%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	87.55%	89.67%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	87.39%	89.44%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.02%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.87%	92.62%
CHEMBL3524	P56524	Histone deacetylase 4	85.38%	92.97%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.29%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.76%	99.23%
CHEMBL4208	P20618	Proteasome component C5	83.96%	90.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.98%	92.88%
CHEMBL5028	O14672	ADAM10	82.47%	97.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.44%	97.28%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.15%	95.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.47%	94.00%

Plants that contains it

• Kalanchoe lanceolata

Cross-Links

• PubChem: 180617
• LOTUS: LTS0124919
• wikiData: Q105111633