3-[(1R,2S,4R,5S,6R,9S,10R,13S,15S)-4,9-dihydroxy-15-methoxy-5-methyl-16-oxapentacyclo[13.2.2.01,13.02,10.05,9]nonadecan-6-yl]-2H-furan-5-one

Details

• Internal ID: f89766f6-18b2-4528-ba5b-d5a1f246baac
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives
• IUPAC Name: 3-[(1R,2S,4R,5S,6R,9S,10R,13S,15S)-4,9-dihydroxy-15-methoxy-5-methyl-16-oxapentacyclo[13.2.2.01,13.02,10.05,9]nonadecan-6-yl]-2H-furan-5-one
• SMILES (Canonical): CC12C(CCC1(C3CCC4CC5(CCC4(C3CC2O)CO5)OC)O)C6=CC(=O)OC6
• SMILES (Isomeric): C[C@@]12[C@H](CC[C@@]1([C@@H]3CC[C@H]4C[C@@]5(CC[C@@]4([C@H]3C[C@H]2O)CO5)OC)O)C6=CC(=O)OC6
• InChI: InChI=1S/C24H34O6/c1-21-16(14-9-20(26)29-12-14)5-6-24(21,27)17-4-3-15-11-23(28-2)8-7-22(15,13-30-23)18(17)10-19(21)25/h9,15-19,25,27H,3-8,10-13H2,1-2H3/t15-,16+,17+,18-,19+,21-,22+,23-,24-/m0/s1
• InChI Key: GFPPTQYNSHRMQH-IMVRBGBTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₄O₆
• Molecular Weight: 418.50 g/mol
• Exact Mass: 418.23553880 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9422	94.22%
Caco-2	-	0.5152	51.52%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8322	83.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9208	92.08%
OATP1B3 inhibitior	+	0.9709	97.09%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8599	85.99%
BSEP inhibitior	+	0.9736	97.36%
P-glycoprotein inhibitior	-	0.7678	76.78%
P-glycoprotein substrate	+	0.8396	83.96%
CYP3A4 substrate	+	0.6791	67.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8965	89.65%
CYP3A4 inhibition	-	0.9411	94.11%
CYP2C9 inhibition	-	0.9240	92.40%
CYP2C19 inhibition	-	0.9045	90.45%
CYP2D6 inhibition	-	0.9171	91.71%
CYP1A2 inhibition	-	0.9007	90.07%
CYP2C8 inhibition	-	0.7072	70.72%
CYP inhibitory promiscuity	-	0.8859	88.59%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5696	56.96%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9502	95.02%
Skin irritation	-	0.6894	68.94%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.5370	53.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6517	65.17%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5426	54.26%
skin sensitisation	-	0.8734	87.34%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5921	59.21%
Acute Oral Toxicity (c)	I	0.6486	64.86%
Estrogen receptor binding	+	0.8974	89.74%
Androgen receptor binding	+	0.7639	76.39%
Thyroid receptor binding	+	0.5344	53.44%
Glucocorticoid receptor binding	+	0.8513	85.13%
Aromatase binding	+	0.7848	78.48%
PPAR gamma	+	0.5278	52.78%
Honey bee toxicity	-	0.6878	68.78%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9056	90.56%

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	97.86%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	97.18%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.81%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	96.27%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.76%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.84%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.63%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.17%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.42%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.29%	97.25%
CHEMBL1871	P10275	Androgen Receptor	89.24%	96.43%
CHEMBL1937	Q92769	Histone deacetylase 2	88.85%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.49%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.89%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.92%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.89%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.08%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.35%	94.80%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.32%	95.89%

Plants that contains it

• Asclepias curassavica

Cross-Links

• PubChem: 163020300
• LOTUS: LTS0120123
• wikiData: Q105007692