methyl (1R,2S,4aR,4bS,7E,8R,8aS,9R,10aR)-9-hydroxy-7-[2-(2-hydroxyethylamino)-2-oxoethylidene]-1,4a,8-trimethyl-2-[(E)-2-methylbut-2-enoyl]oxy-10-oxo-2,3,4,4b,5,6,8,8a,9,10a-decahydrophenanthrene-1-carboxylate

Details

• Internal ID: ef4d5e2d-837d-4d48-a601-6e7ff25b2223
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
• IUPAC Name: methyl (1R,2S,4aR,4bS,7E,8R,8aS,9R,10aR)-9-hydroxy-7-[2-(2-hydroxyethylamino)-2-oxoethylidene]-1,4a,8-trimethyl-2-[(E)-2-methylbut-2-enoyl]oxy-10-oxo-2,3,4,4b,5,6,8,8a,9,10a-decahydrophenanthrene-1-carboxylate
• SMILES (Canonical): CC=C(C)C(=O)OC1CCC2(C3CCC(=CC(=O)NCCO)C(C3C(C(=O)C2C1(C)C(=O)OC)O)C)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1CC[C@@]2([C@H]3CC/C(=C\C(=O)NCCO)/[C@@H]([C@@H]3[C@H](C(=O)[C@H]2[C@@]1(C)C(=O)OC)O)C)C
• InChI: InChI=1S/C28H41NO8/c1-7-15(2)25(34)37-19-10-11-27(4)18-9-8-17(14-20(31)29-12-13-30)16(3)21(18)22(32)23(33)24(27)28(19,5)26(35)36-6/h7,14,16,18-19,21-22,24,30,32H,8-13H2,1-6H3,(H,29,31)/b15-7+,17-14+/t16-,18-,19-,21-,22+,24+,27+,28-/m0/s1
• InChI Key: QGJBGTIPTHCXGY-IVHWHIPVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₁NO₈
• Molecular Weight: 519.60 g/mol
• Exact Mass: 519.28321727 g/mol
• Topological Polar Surface Area (TPSA): 139.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8512	85.12%
Caco-2	-	0.7675	76.75%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7343	73.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8077	80.77%
OATP1B3 inhibitior	+	0.9228	92.28%
MATE1 inhibitior	-	0.7900	79.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9232	92.32%
P-glycoprotein inhibitior	+	0.7325	73.25%
P-glycoprotein substrate	+	0.5952	59.52%
CYP3A4 substrate	+	0.7137	71.37%
CYP2C9 substrate	-	0.7952	79.52%
CYP2D6 substrate	-	0.8950	89.50%
CYP3A4 inhibition	-	0.7628	76.28%
CYP2C9 inhibition	-	0.8728	87.28%
CYP2C19 inhibition	-	0.8333	83.33%
CYP2D6 inhibition	-	0.8612	86.12%
CYP1A2 inhibition	-	0.8378	83.78%
CYP2C8 inhibition	-	0.5659	56.59%
CYP inhibitory promiscuity	-	0.8704	87.04%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5631	56.31%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9372	93.72%
Skin irritation	-	0.7031	70.31%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7553	75.53%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.6516	65.16%
skin sensitisation	-	0.8637	86.37%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7843	78.43%
Acute Oral Toxicity (c)	III	0.6689	66.89%
Estrogen receptor binding	+	0.7800	78.00%
Androgen receptor binding	+	0.7493	74.93%
Thyroid receptor binding	+	0.5727	57.27%
Glucocorticoid receptor binding	+	0.8048	80.48%
Aromatase binding	+	0.6900	69.00%
PPAR gamma	+	0.6167	61.67%
Honey bee toxicity	-	0.6886	68.86%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8641	86.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.76%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.42%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.92%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.09%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.81%	91.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.05%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.25%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	87.83%	91.19%
CHEMBL1937	Q92769	Histone deacetylase 2	87.71%	94.75%
CHEMBL3437	Q16853	Amine oxidase, copper containing	87.48%	94.00%
CHEMBL325	Q13547	Histone deacetylase 1	86.44%	95.92%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.33%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.17%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.94%	95.56%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.88%	97.47%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.22%	96.90%
CHEMBL5028	O14672	ADAM10	83.61%	97.50%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	82.62%	80.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	82.44%	95.36%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.45%	97.14%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.95%	98.75%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.90%	96.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.86%	99.23%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.79%	91.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.61%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.03%	97.09%

Plants that contains it

• Erythrophleum fordii

Cross-Links

• PubChem: 49780241
• LOTUS: LTS0007714
• wikiData: Q105220109