[(1R,2R,5R,6R,7R,9R,10R,12S,16R,18S,20R,22R,23S,25R)-9,23-dihydroxy-22-methoxy-1,5,20-trimethyl-6-(5-oxo-2H-furan-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.02,10.05,9.010,12.016,25.018,23]hexacos-14-en-7-yl] acetate

Details

• Internal ID: 6efe13a5-e36a-4563-bf25-bc78799a75b7
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
• IUPAC Name: [(1R,2R,5R,6R,7R,9R,10R,12S,16R,18S,20R,22R,23S,25R)-9,23-dihydroxy-22-methoxy-1,5,20-trimethyl-6-(5-oxo-2H-furan-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.02,10.05,9.010,12.016,25.018,23]hexacos-14-en-7-yl] acetate
• SMILES (Canonical): CC1CC(C2(C(O1)OC3C=C4CC5C6(O5)C(C4(CC3O2)C)CCC7(C6(CC(C7C8=CC(=O)OC8)OC(=O)C)O)C)O)OC
• SMILES (Isomeric): C[C@@H]1C[C@H]([C@]2([C@@H](O1)O[C@@H]3C=C4C[C@H]5[C@]6(O5)[C@@H]([C@]4(C[C@H]3O2)C)CC[C@]7([C@@]6(C[C@H]([C@@H]7C8=CC(=O)OC8)OC(=O)C)O)C)O)OC
• InChI: InChI=1S/C32H42O11/c1-15-8-24(37-5)32(36)27(39-15)41-19-10-18-11-23-31(43-23)22(28(18,3)12-20(19)42-32)6-7-29(4)26(17-9-25(34)38-14-17)21(40-16(2)33)13-30(29,31)35/h9-10,15,19-24,26-27,35-36H,6-8,11-14H2,1-5H3/t15-,19-,20-,21-,22-,23+,24-,26+,27+,28+,29-,30-,31-,32+/m1/s1
• InChI Key: YWLRYRLIKVOGLE-OFZUSTQASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₂O₁₁
• Molecular Weight: 602.70 g/mol
• Exact Mass: 602.27271215 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 11
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9792	97.92%
Caco-2	-	0.8087	80.87%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8165	81.65%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.8084	80.84%
OATP1B3 inhibitior	+	0.9754	97.54%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8614	86.14%
BSEP inhibitior	+	0.9225	92.25%
P-glycoprotein inhibitior	+	0.7447	74.47%
P-glycoprotein substrate	+	0.7397	73.97%
CYP3A4 substrate	+	0.7423	74.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8951	89.51%
CYP3A4 inhibition	-	0.6982	69.82%
CYP2C9 inhibition	-	0.7978	79.78%
CYP2C19 inhibition	-	0.8982	89.82%
CYP2D6 inhibition	-	0.9400	94.00%
CYP1A2 inhibition	-	0.8496	84.96%
CYP2C8 inhibition	+	0.7733	77.33%
CYP inhibitory promiscuity	-	0.9380	93.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4677	46.77%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9292	92.92%
Skin irritation	-	0.5680	56.80%
Skin corrosion	-	0.9283	92.83%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3832	38.32%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.6032	60.32%
skin sensitisation	-	0.8891	88.91%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.5223	52.23%
Acute Oral Toxicity (c)	I	0.6756	67.56%
Estrogen receptor binding	+	0.7251	72.51%
Androgen receptor binding	+	0.7740	77.40%
Thyroid receptor binding	-	0.5206	52.06%
Glucocorticoid receptor binding	+	0.7801	78.01%
Aromatase binding	+	0.6911	69.11%
PPAR gamma	+	0.6816	68.16%
Honey bee toxicity	-	0.6117	61.17%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9757	97.57%

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	98.26%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.15%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.48%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.28%	86.33%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	92.71%	85.30%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.85%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.53%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.10%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.48%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.91%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.48%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.68%	91.07%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.26%	81.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.11%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.49%	97.09%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.64%	97.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.12%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.08%	92.94%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.82%	97.28%
CHEMBL1902	P62942	FK506-binding protein 1A	84.48%	97.05%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.00%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.88%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	83.43%	94.75%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.02%	93.04%
CHEMBL4072	P07858	Cathepsin B	82.84%	93.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.12%	89.00%
CHEMBL4208	P20618	Proteasome component C5	81.91%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.81%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.72%	82.69%

Plants that contains it

• Elaeodendron buchananii

Cross-Links

• PubChem: 15226791
• LOTUS: LTS0273254
• wikiData: Q105366908