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

Details

• Internal ID: 44eedc31-d7c8-4d74-8087-be627b69842d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives
• IUPAC Name: (3S,5S,8R,9S,10S,13R,14S,16S,17S)-3,5,14,16-tetrahydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
• SMILES (Canonical): CC12CCC3C(C1(CC(C2C4=CC(=O)OC4)O)O)CCC5(C3(CCC(C5)O)C=O)O
• SMILES (Isomeric): C[C@]12CC[C@H]3[C@H]([C@]1(C[C@@H]([C@H]2C4=CC(=O)OC4)O)O)CC[C@]5([C@@]3(CC[C@@H](C5)O)C=O)O
• InChI: InChI=1S/C23H32O7/c1-20-5-3-15-16(4-7-22(28)9-14(25)2-6-21(15,22)12-24)23(20,29)10-17(26)19(20)13-8-18(27)30-11-13/h8,12,14-17,19,25-26,28-29H,2-7,9-11H2,1H3/t14-,15-,16+,17-,19+,20+,21-,22-,23-/m0/s1
• InChI Key: LKRKDJSHACERQF-VERQPPEYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₇
• Molecular Weight: 420.50 g/mol
• Exact Mass: 420.21480336 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.87
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9843	98.43%
Caco-2	-	0.7491	74.91%
Blood Brain Barrier	-	0.5544	55.44%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8347	83.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9184	91.84%
OATP1B3 inhibitior	+	0.9674	96.74%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7009	70.09%
BSEP inhibitior	+	0.8421	84.21%
P-glycoprotein inhibitior	-	0.8929	89.29%
P-glycoprotein substrate	+	0.6141	61.41%
CYP3A4 substrate	+	0.6884	68.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9007	90.07%
CYP3A4 inhibition	-	0.9110	91.10%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	-	0.9354	93.54%
CYP2D6 inhibition	-	0.9451	94.51%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.6790	67.90%
CYP inhibitory promiscuity	-	0.9269	92.69%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5200	52.00%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9690	96.90%
Skin irritation	-	0.5157	51.57%
Skin corrosion	-	0.9228	92.28%
Ames mutagenesis	-	0.5670	56.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3794	37.94%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5379	53.79%
skin sensitisation	-	0.8945	89.45%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.5581	55.81%
Acute Oral Toxicity (c)	I	0.4185	41.85%
Estrogen receptor binding	+	0.9489	94.89%
Androgen receptor binding	+	0.8143	81.43%
Thyroid receptor binding	+	0.5549	55.49%
Glucocorticoid receptor binding	+	0.8119	81.19%
Aromatase binding	+	0.7751	77.51%
PPAR gamma	-	0.5611	56.11%
Honey bee toxicity	-	0.7745	77.45%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9906	99.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1994	P08235	Mineralocorticoid receptor	95.46%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.97%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.84%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.61%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.82%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.13%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.80%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.55%	85.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.53%	82.69%
CHEMBL2581	P07339	Cathepsin D	87.48%	98.95%
CHEMBL1871	P10275	Androgen Receptor	87.45%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.17%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.63%	95.89%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	85.07%	94.78%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.09%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.59%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.00%	93.04%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.52%	97.28%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.16%	99.23%

Plants that contains it

• Strophanthus kombe

Cross-Links

• PubChem: 7092924
• LOTUS: LTS0166261
• wikiData: Q105153234