16alpha-Acetoxy-10beta-hydroxy-19-norasclepin

Details

• Internal ID: b5a9f6a5-d706-4a62-a2ce-c84d488ecdea
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
• IUPAC Name: [(1S,3R,5S,7R,9S,10S,12R,14R,15S,18R,19R,20R,22S,23R)-20-acetyloxy-10,14,22-trihydroxy-7,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosan-9-yl] acetate
• SMILES (Canonical): CC1CC(C2(C(O1)OC3CC4CCC5C(C4(CC3O2)O)CCC6(C5(CC(C6C7=CC(=O)OC7)OC(=O)C)O)C)O)OC(=O)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@]2([C@@H](O1)O[C@@H]3C[C@@H]4CC[C@@H]5[C@@H]([C@]4(C[C@H]3O2)O)CC[C@]6([C@@]5(C[C@H]([C@@H]6C7=CC(=O)OC7)OC(=O)C)O)C)O)OC(=O)C
• InChI: InChI=1S/C32H44O12/c1-15-9-25(42-17(3)34)32(38)28(40-15)43-22-11-19-5-6-21-20(30(19,36)12-23(22)44-32)7-8-29(4)27(18-10-26(35)39-14-18)24(41-16(2)33)13-31(21,29)37/h10,15,19-25,27-28,36-38H,5-9,11-14H2,1-4H3/t15-,19+,20+,21-,22-,23-,24-,25+,27+,28+,29-,30-,31+,32+/m1/s1
• InChI Key: GTDWVHHOYGPTHH-AWNWBXKYSA-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): 167.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 12
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9774	97.74%
Caco-2	-	0.8391	83.91%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8739	87.39%
OATP2B1 inhibitior	-	0.5764	57.64%
OATP1B1 inhibitior	+	0.8680	86.80%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8364	83.64%
BSEP inhibitior	+	0.6705	67.05%
P-glycoprotein inhibitior	+	0.7049	70.49%
P-glycoprotein substrate	+	0.6932	69.32%
CYP3A4 substrate	+	0.7381	73.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9071	90.71%
CYP3A4 inhibition	-	0.8311	83.11%
CYP2C9 inhibition	-	0.9065	90.65%
CYP2C19 inhibition	-	0.9516	95.16%
CYP2D6 inhibition	-	0.9544	95.44%
CYP1A2 inhibition	-	0.9105	91.05%
CYP2C8 inhibition	+	0.6838	68.38%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4706	47.06%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9303	93.03%
Skin irritation	+	0.5726	57.26%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4115	41.15%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5616	56.16%
skin sensitisation	-	0.9196	91.96%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6035	60.35%
Acute Oral Toxicity (c)	I	0.9011	90.11%
Estrogen receptor binding	+	0.7747	77.47%
Androgen receptor binding	+	0.7784	77.84%
Thyroid receptor binding	-	0.6108	61.08%
Glucocorticoid receptor binding	+	0.7000	70.00%
Aromatase binding	+	0.6907	69.07%
PPAR gamma	+	0.6527	65.27%
Honey bee toxicity	-	0.6294	62.94%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9839	98.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.76%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.54%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.62%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.89%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.76%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.70%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.01%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.79%	95.89%
CHEMBL4208	P20618	Proteasome component C5	87.78%	90.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.76%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.61%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.01%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.63%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.36%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.78%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.86%	81.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.21%	91.07%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.19%	97.33%
CHEMBL340	P08684	Cytochrome P450 3A4	81.83%	91.19%
CHEMBL5028	O14672	ADAM10	81.81%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.48%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.35%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.74%	89.00%

Plants that contains it

• Anemone narcissiflora
• Asclepias curassavica
• Hyperbaena columbica
• Viburnum lantanoides

Cross-Links

• PubChem: 11635846
• NPASS: NPC109297
• LOTUS: LTS0031487
• wikiData: Q105018492