Methyl 3-acetyloxy-3-[3,8-diacetyloxy-11-(furan-3-yl)-5-(2-hydroxypropan-2-yl)-2,6,10-trimethyl-13-oxo-12,15-dioxatetracyclo[8.5.0.01,14.02,7]pentadecan-6-yl]propanoate

Details

• Internal ID: 3f543148-dd38-4778-be36-7d946bbeb2b2
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
• IUPAC Name: methyl 3-acetyloxy-3-[3,8-diacetyloxy-11-(furan-3-yl)-5-(2-hydroxypropan-2-yl)-2,6,10-trimethyl-13-oxo-12,15-dioxatetracyclo[8.5.0.01,14.02,7]pentadecan-6-yl]propanoate
• SMILES (Canonical): CC(=O)OC1CC(C(C2C1(C34C(O3)C(=O)OC(C4(CC2OC(=O)C)C)C5=COC=C5)C)(C)C(CC(=O)OC)OC(=O)C)C(C)(C)O
• SMILES (Isomeric): CC(=O)OC1CC(C(C2C1(C34C(O3)C(=O)OC(C4(CC2OC(=O)C)C)C5=COC=C5)C)(C)C(CC(=O)OC)OC(=O)C)C(C)(C)O
• InChI: InChI=1S/C33H44O13/c1-16(34)42-20-14-30(6)26(19-10-11-41-15-19)45-28(38)27-33(30,46-27)32(8)23(44-18(3)36)12-21(29(4,5)39)31(7,25(20)32)22(43-17(2)35)13-24(37)40-9/h10-11,15,20-23,25-27,39H,12-14H2,1-9H3
• InChI Key: RSIYXEAXVGYFPE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₄O₁₃
• Molecular Weight: 648.70 g/mol
• Exact Mass: 648.27819145 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 13
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9731	97.31%
Caco-2	-	0.7875	78.75%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7196	71.96%
OATP2B1 inhibitior	-	0.7160	71.60%
OATP1B1 inhibitior	+	0.6871	68.71%
OATP1B3 inhibitior	-	0.3647	36.47%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9815	98.15%
P-glycoprotein inhibitior	+	0.8215	82.15%
P-glycoprotein substrate	+	0.7131	71.31%
CYP3A4 substrate	+	0.7150	71.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8430	84.30%
CYP3A4 inhibition	+	0.7194	71.94%
CYP2C9 inhibition	-	0.7314	73.14%
CYP2C19 inhibition	-	0.7747	77.47%
CYP2D6 inhibition	-	0.9326	93.26%
CYP1A2 inhibition	-	0.9022	90.22%
CYP2C8 inhibition	+	0.7036	70.36%
CYP inhibitory promiscuity	-	0.9125	91.25%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5712	57.12%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.8671	86.71%
Skin irritation	-	0.7668	76.68%
Skin corrosion	-	0.9248	92.48%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7262	72.62%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8312	83.12%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5805	58.05%
Acute Oral Toxicity (c)	I	0.3995	39.95%
Estrogen receptor binding	+	0.8258	82.58%
Androgen receptor binding	+	0.7565	75.65%
Thyroid receptor binding	+	0.6214	62.14%
Glucocorticoid receptor binding	+	0.8085	80.85%
Aromatase binding	+	0.7417	74.17%
PPAR gamma	+	0.7662	76.62%
Honey bee toxicity	-	0.7333	73.33%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9715	97.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.40%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.20%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.07%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.68%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	97.66%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.02%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.22%	89.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	89.05%	95.71%
CHEMBL2996	Q05655	Protein kinase C delta	88.99%	97.79%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	88.60%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.91%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.58%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.10%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.92%	97.14%
CHEMBL3401	O75469	Pregnane X receptor	84.38%	94.73%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	83.60%	92.95%
CHEMBL340	P08684	Cytochrome P450 3A4	82.31%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.25%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.54%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.23%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.05%	99.23%

Plants that contains it

• Cedrela odorata

Cross-Links

• PubChem: 74343957
• LOTUS: LTS0258070
• wikiData: Q105244696