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

Details

• Internal ID: 349299ae-6ce4-4670-a52d-7acf86a3a87d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
• IUPAC Name: (2R,8R,9S,10S,13R,14S,17R)-2,3,14-trihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthrene-10-carbaldehyde
• SMILES (Canonical): CC12CCC3C(C1(CCC2C4=CC(=O)OC4)O)CC=C5C3(CC(C(C5)O)O)C=O
• SMILES (Isomeric): C[C@]12CC[C@H]3[C@H]([C@]1(CC[C@@H]2C4=CC(=O)OC4)O)CC=C5[C@@]3(C[C@H](C(C5)O)O)C=O
• InChI: InChI=1S/C23H30O6/c1-21-6-4-16-17(3-2-14-9-18(25)19(26)10-22(14,16)12-24)23(21,28)7-5-15(21)13-8-20(27)29-11-13/h2,8,12,15-19,25-26,28H,3-7,9-11H2,1H3/t15-,16+,17-,18?,19-,21-,22-,23+/m1/s1
• InChI Key: FJXWBXGFWCHFFE-LHUTUEIVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₀O₆
• Molecular Weight: 402.50 g/mol
• Exact Mass: 402.20423867 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.67
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9857	98.57%
Caco-2	-	0.7302	73.02%
Blood Brain Barrier	-	0.7161	71.61%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.9002	90.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9075	90.75%
OATP1B3 inhibitior	+	0.9700	97.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6792	67.92%
BSEP inhibitior	+	0.7032	70.32%
P-glycoprotein inhibitior	-	0.7860	78.60%
P-glycoprotein substrate	+	0.6155	61.55%
CYP3A4 substrate	+	0.6855	68.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8975	89.75%
CYP3A4 inhibition	-	0.8752	87.52%
CYP2C9 inhibition	-	0.8750	87.50%
CYP2C19 inhibition	-	0.8757	87.57%
CYP2D6 inhibition	-	0.9204	92.04%
CYP1A2 inhibition	-	0.8616	86.16%
CYP2C8 inhibition	-	0.6831	68.31%
CYP inhibitory promiscuity	-	0.9598	95.98%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4712	47.12%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9768	97.68%
Skin irritation	+	0.5254	52.54%
Skin corrosion	-	0.9229	92.29%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4371	43.71%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5199	51.99%
skin sensitisation	-	0.8995	89.95%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.4679	46.79%
Acute Oral Toxicity (c)	III	0.4132	41.32%
Estrogen receptor binding	+	0.9405	94.05%
Androgen receptor binding	+	0.8011	80.11%
Thyroid receptor binding	+	0.6174	61.74%
Glucocorticoid receptor binding	+	0.8404	84.04%
Aromatase binding	+	0.7584	75.84%
PPAR gamma	-	0.5529	55.29%
Honey bee toxicity	-	0.7392	73.92%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9930	99.30%

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	96.95%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	96.73%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.95%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.51%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	92.19%	95.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.00%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.26%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.02%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.83%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	87.80%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.69%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.47%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.47%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.80%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.68%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.34%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.64%	93.04%
CHEMBL1871	P10275	Androgen Receptor	81.57%	96.43%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.16%	93.40%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.51%	85.14%

Plants that contains it

• Gomphocarpus sinaicus

Cross-Links

• PubChem: 162986798
• LOTUS: LTS0234875
• wikiData: Q104996405