methyl (4R,8R,9R,10R,11R,12R,13S,17S)-11-acetyloxy-17-(furan-3-yl)-6-hydroxy-4,8,10,13-tetramethyl-12-(2-methylpropanoyloxy)-3,7-dioxo-11,12,16,17-tetrahydro-9H-cyclopenta[a]phenanthrene-4-carboxylate

Details

• Internal ID: 5b2ceba8-ef7e-4dc4-9aa3-fab0835559cc
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > 17-furanylsteroids and derivatives
• IUPAC Name: methyl (4R,8R,9R,10R,11R,12R,13S,17S)-11-acetyloxy-17-(furan-3-yl)-6-hydroxy-4,8,10,13-tetramethyl-12-(2-methylpropanoyloxy)-3,7-dioxo-11,12,16,17-tetrahydro-9H-cyclopenta[a]phenanthrene-4-carboxylate
• SMILES (Canonical): CC(C)C(=O)OC1C(C2C3(C=CC(=O)C(C3=C(C(=O)C2(C4=CCC(C14C)C5=COC=C5)C)O)(C)C(=O)OC)C)OC(=O)C
• SMILES (Isomeric): CC(C)C(=O)O[C@H]1[C@@H]([C@@H]2[C@]3(C=CC(=O)[C@](C3=C(C(=O)[C@]2(C4=CC[C@H]([C@]14C)C5=COC=C5)C)O)(C)C(=O)OC)C)OC(=O)C
• InChI: InChI=1S/C33H38O10/c1-16(2)28(38)43-27-23(42-17(3)34)25-30(4)13-11-21(35)33(7,29(39)40-8)24(30)22(36)26(37)32(25,6)20-10-9-19(31(20,27)5)18-12-14-41-15-18/h10-16,19,23,25,27,36H,9H2,1-8H3/t19-,23+,25+,27-,30-,31-,32-,33-/m0/s1
• InChI Key: WGOAIFKCEHANND-BYVQRJCNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₈O₁₀
• Molecular Weight: 594.60 g/mol
• Exact Mass: 594.24649740 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.55
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	-	0.7747	77.47%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7186	71.86%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.6864	68.64%
OATP1B3 inhibitior	-	0.2369	23.69%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9718	97.18%
P-glycoprotein inhibitior	+	0.8297	82.97%
P-glycoprotein substrate	+	0.5633	56.33%
CYP3A4 substrate	+	0.7009	70.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8791	87.91%
CYP3A4 inhibition	+	0.5569	55.69%
CYP2C9 inhibition	-	0.5762	57.62%
CYP2C19 inhibition	-	0.7396	73.96%
CYP2D6 inhibition	-	0.9149	91.49%
CYP1A2 inhibition	-	0.6809	68.09%
CYP2C8 inhibition	+	0.6524	65.24%
CYP inhibitory promiscuity	-	0.5099	50.99%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Danger	0.5620	56.20%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.8839	88.39%
Skin irritation	-	0.6959	69.59%
Skin corrosion	-	0.9429	94.29%
Ames mutagenesis	-	0.5337	53.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4305	43.05%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7660	76.60%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6490	64.90%
Acute Oral Toxicity (c)	III	0.6019	60.19%
Estrogen receptor binding	+	0.7837	78.37%
Androgen receptor binding	+	0.6955	69.55%
Thyroid receptor binding	+	0.6682	66.82%
Glucocorticoid receptor binding	+	0.8300	83.00%
Aromatase binding	+	0.5615	56.15%
PPAR gamma	+	0.7753	77.53%
Honey bee toxicity	-	0.7426	74.26%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
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	99.59%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.01%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	98.69%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.60%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.36%	96.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	93.94%	92.88%
CHEMBL2581	P07339	Cathepsin D	93.46%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.84%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.65%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	89.49%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.95%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.22%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.38%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.62%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.33%	91.07%
CHEMBL3401	O75469	Pregnane X receptor	85.54%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.60%	97.25%
CHEMBL4208	P20618	Proteasome component C5	83.46%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.34%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.93%	95.71%
CHEMBL221	P23219	Cyclooxygenase-1	81.76%	90.17%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.03%	94.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.81%	91.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.18%	94.33%

Plants that contains it

• Trichilia hirta

Cross-Links

• PubChem: 15139229
• LOTUS: LTS0004517
• wikiData: Q105304668