14-hydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde

Details

• Internal ID: d9a94425-c8c5-4852-a4a6-e13b14a22250
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
• IUPAC Name: 14-hydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CCC5C6=CC(=O)OC6)O)C)C=O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CCC5C6=CC(=O)OC6)O)C)C=O)O)O)O
• InChI: InChI=1S/C29H42O9/c1-15-23(32)24(33)25(34)26(37-15)38-18-5-9-28(14-30)17(12-18)3-4-21-20(28)6-8-27(2)19(7-10-29(21,27)35)16-11-22(31)36-13-16/h11,14-15,17-21,23-26,32-35H,3-10,12-13H2,1-2H3/t15-,17?,18?,19?,20?,21?,23-,24+,25+,26-,27?,28?,29?/m0/s1
• InChI Key: QITDIWRKOXBKAM-FTRCQBODSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₂O₉
• Molecular Weight: 534.60 g/mol
• Exact Mass: 534.28288291 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.64
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9049	90.49%
Caco-2	-	0.8499	84.99%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8685	86.85%
OATP2B1 inhibitior	-	0.7307	73.07%
OATP1B1 inhibitior	+	0.9410	94.10%
OATP1B3 inhibitior	+	0.9699	96.99%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5510	55.10%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	+	0.6588	65.88%
CYP3A4 substrate	+	0.7005	70.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8978	89.78%
CYP3A4 inhibition	-	0.9010	90.10%
CYP2C9 inhibition	-	0.9147	91.47%
CYP2C19 inhibition	-	0.9441	94.41%
CYP2D6 inhibition	-	0.9327	93.27%
CYP1A2 inhibition	-	0.9305	93.05%
CYP2C8 inhibition	-	0.5999	59.99%
CYP inhibitory promiscuity	-	0.9472	94.72%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5635	56.35%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9488	94.88%
Skin irritation	-	0.5151	51.51%
Skin corrosion	-	0.9270	92.70%
Ames mutagenesis	-	0.5724	57.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8414	84.14%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7301	73.01%
skin sensitisation	-	0.9064	90.64%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5199	51.99%
Acute Oral Toxicity (c)	I	0.8450	84.50%
Estrogen receptor binding	+	0.8131	81.31%
Androgen receptor binding	+	0.8125	81.25%
Thyroid receptor binding	-	0.5844	58.44%
Glucocorticoid receptor binding	+	0.6560	65.60%
Aromatase binding	+	0.6614	66.14%
PPAR gamma	-	0.5055	50.55%
Honey bee toxicity	-	0.7028	70.28%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9827	98.27%

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	98.28%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.35%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.80%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.25%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.16%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.54%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.21%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.19%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.78%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.08%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.92%	94.45%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.58%	81.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.74%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.58%	89.00%
CHEMBL4208	P20618	Proteasome component C5	87.33%	90.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.19%	90.24%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.28%	85.14%
CHEMBL3038469	P24941	CDK2/Cyclin A	82.11%	91.38%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.92%	94.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.74%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.33%	99.23%

Plants that contains it

• Derris montana

Cross-Links

• PubChem: 11968722
• NPASS: NPC57795