methyl 2-[(1R,2S,5R,6R,9R,10S,13R,14S,16S)-14-acetyloxy-6-(furan-3-yl)-9,13-dihydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-11-en-16-yl]acetate

Details

• Internal ID: a1be32db-6476-4f32-b9bf-8c0521730c9d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
• IUPAC Name: methyl 2-[(1R,2S,5R,6R,9R,10S,13R,14S,16S)-14-acetyloxy-6-(furan-3-yl)-9,13-dihydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-11-en-16-yl]acetate
• SMILES (Canonical): CC(=O)OC1C(C(C2(C3CCC4(C(C3=CC1(C2=O)O)C(C(=O)OC4C5=COC=C5)O)C)C)CC(=O)OC)(C)C
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@@]2(C=C3[C@H](CC[C@@]4([C@H]3[C@H](C(=O)O[C@H]4C5=COC=C5)O)C)[C@@](C2=O)([C@H](C1(C)C)CC(=O)OC)C)O
• InChI: InChI=1S/C29H36O10/c1-14(30)38-25-26(2,3)18(11-19(31)36-6)28(5)17-7-9-27(4)20(16(17)12-29(25,35)24(28)34)21(32)23(33)39-22(27)15-8-10-37-13-15/h8,10,12-13,17-18,20-22,25,32,35H,7,9,11H2,1-6H3/t17-,18-,20+,21+,22-,25-,27+,28+,29-/m0/s1
• InChI Key: XMAUOUDXHLOFPI-IPBUXLLJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₆O₁₀
• Molecular Weight: 544.60 g/mol
• Exact Mass: 544.23084734 g/mol
• Topological Polar Surface Area (TPSA): 150.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9748	97.48%
Caco-2	-	0.7493	74.93%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8146	81.46%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	-	0.5759	57.59%
OATP1B3 inhibitior	-	0.2963	29.63%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8417	84.17%
P-glycoprotein inhibitior	+	0.7464	74.64%
P-glycoprotein substrate	+	0.6479	64.79%
CYP3A4 substrate	+	0.7178	71.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8485	84.85%
CYP3A4 inhibition	+	0.6979	69.79%
CYP2C9 inhibition	-	0.7436	74.36%
CYP2C19 inhibition	-	0.8297	82.97%
CYP2D6 inhibition	-	0.8998	89.98%
CYP1A2 inhibition	-	0.7825	78.25%
CYP2C8 inhibition	+	0.6492	64.92%
CYP inhibitory promiscuity	-	0.6239	62.39%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.4977	49.77%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8836	88.36%
Skin irritation	-	0.6070	60.70%
Skin corrosion	-	0.9183	91.83%
Ames mutagenesis	-	0.6540	65.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.6710	67.10%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5230	52.30%
skin sensitisation	-	0.8510	85.10%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4797	47.97%
Acute Oral Toxicity (c)	I	0.7605	76.05%
Estrogen receptor binding	+	0.8217	82.17%
Androgen receptor binding	+	0.7304	73.04%
Thyroid receptor binding	+	0.5895	58.95%
Glucocorticoid receptor binding	+	0.7973	79.73%
Aromatase binding	+	0.6447	64.47%
PPAR gamma	+	0.7399	73.99%
Honey bee toxicity	-	0.7602	76.02%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9871	98.71%

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	98.25%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.23%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.53%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.29%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.39%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.64%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.89%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.45%	94.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.30%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.60%	97.09%
CHEMBL3038469	P24941	CDK2/Cyclin A	85.03%	91.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.05%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.64%	95.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.16%	99.23%
CHEMBL5028	O14672	ADAM10	82.99%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.64%	94.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.71%	89.67%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.21%	94.80%

Plants that contains it

• Swietenia mahagoni

Cross-Links

• PubChem: 163106580
• LOTUS: LTS0002351
• wikiData: Q105330620