methyl (1S,4aR,4bS,7E,8R,8aS,9R,10aR)-7-[2-[[(1S,2S,4aR,4bS,7E,8R,8aS,9R,10aS)-9-hydroxy-7-[2-[2-hydroxyethyl(methyl)amino]-2-oxoethylidene]-1,4a,8-trimethyl-10-oxo-2,3,4,4b,5,6,8,8a,9,10a-decahydro-1H-phenanthren-2-yl]oxy]-2-oxoethylidene]-9-hydroxy-1,4a,8-trimethyl-10-oxo-2,3,4,4b,5,6,8,8a,9,10a-decahydrophenanthrene-1-carboxylate

Details

• Internal ID: 658680f6-5fef-4eee-833d-4127650312d9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl (1S,4aR,4bS,7E,8R,8aS,9R,10aR)-7-[2-[[(1S,2S,4aR,4bS,7E,8R,8aS,9R,10aS)-9-hydroxy-7-[2-[2-hydroxyethyl(methyl)amino]-2-oxoethylidene]-1,4a,8-trimethyl-10-oxo-2,3,4,4b,5,6,8,8a,9,10a-decahydro-1H-phenanthren-2-yl]oxy]-2-oxoethylidene]-9-hydroxy-1,4a,8-trimethyl-10-oxo-2,3,4,4b,5,6,8,8a,9,10a-decahydrophenanthrene-1-carboxylate
• SMILES (Canonical): CC1C(CCC2(C1C(=O)C(C3C2CCC(=CC(=O)N(C)CCO)C3C)O)C)OC(=O)C=C4CCC5C(C4C)C(C(=O)C6C5(CCCC6(C)C(=O)OC)C)O
• SMILES (Isomeric): C[C@@H]1[C@H](CC[C@]2([C@H]1C(=O)[C@@H]([C@@H]3[C@@H]2CC/C(=C\C(=O)N(C)CCO)/[C@@H]3C)O)C)OC(=O)/C=C/4\CC[C@H]5[C@H]([C@H]4C)[C@H](C(=O)[C@@H]6[C@@]5(CCC[C@]6(C)C(=O)OC)C)O
• InChI: InChI=1S/C43H63NO10/c1-22-25(20-30(46)44(7)18-19-45)10-12-27-32(22)35(48)37(50)34-24(3)29(14-17-41(27,34)4)54-31(47)21-26-11-13-28-33(23(26)2)36(49)38(51)39-42(28,5)15-9-16-43(39,6)40(52)53-8/h20-24,27-29,32-36,39,45,48-49H,9-19H2,1-8H3/b25-20+,26-21+/t22-,23-,24+,27-,28-,29-,32-,33-,34+,35+,36+,39+,41+,42+,43-/m0/s1
• InChI Key: MQCSHQHNBRASPV-UOLWABHXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₃NO₁₀
• Molecular Weight: 754.00 g/mol
• Exact Mass: 753.44519721 g/mol
• Topological Polar Surface Area (TPSA): 168.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.45
• H-Bond Acceptor: 10
• 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	+	0.8217	82.17%
Caco-2	-	0.8500	85.00%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6999	69.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8111	81.11%
OATP1B3 inhibitior	+	0.9275	92.75%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9389	93.89%
P-glycoprotein inhibitior	+	0.7687	76.87%
P-glycoprotein substrate	+	0.6329	63.29%
CYP3A4 substrate	+	0.7416	74.16%
CYP2C9 substrate	-	0.7952	79.52%
CYP2D6 substrate	-	0.8948	89.48%
CYP3A4 inhibition	+	0.5373	53.73%
CYP2C9 inhibition	-	0.8192	81.92%
CYP2C19 inhibition	-	0.8439	84.39%
CYP2D6 inhibition	-	0.8137	81.37%
CYP1A2 inhibition	-	0.9073	90.73%
CYP2C8 inhibition	+	0.5366	53.66%
CYP inhibitory promiscuity	-	0.8592	85.92%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5096	50.96%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9135	91.35%
Skin irritation	-	0.7209	72.09%
Skin corrosion	-	0.9373	93.73%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6950	69.50%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.6222	62.22%
skin sensitisation	-	0.8489	84.89%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.9061	90.61%
Acute Oral Toxicity (c)	III	0.6612	66.12%
Estrogen receptor binding	+	0.8281	82.81%
Androgen receptor binding	+	0.7488	74.88%
Thyroid receptor binding	+	0.5154	51.54%
Glucocorticoid receptor binding	+	0.8029	80.29%
Aromatase binding	+	0.6686	66.86%
PPAR gamma	+	0.7449	74.49%
Honey bee toxicity	-	0.7025	70.25%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8193	81.93%

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	96.59%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.48%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.88%	98.95%
CHEMBL204	P00734	Thrombin	95.14%	96.01%
CHEMBL4072	P07858	Cathepsin B	92.26%	93.67%
CHEMBL4040	P28482	MAP kinase ERK2	90.88%	83.82%
CHEMBL340	P08684	Cytochrome P450 3A4	89.80%	91.19%
CHEMBL237	P41145	Kappa opioid receptor	88.74%	98.10%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.70%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.61%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.46%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.86%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.77%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.57%	98.75%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.44%	90.08%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.92%	97.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.73%	95.89%
CHEMBL325	Q13547	Histone deacetylase 1	83.96%	95.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.97%	96.21%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.28%	97.47%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.12%	97.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.11%	95.83%
CHEMBL226	P30542	Adenosine A1 receptor	82.00%	95.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.00%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.42%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.16%	99.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.06%	95.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.98%	91.03%
CHEMBL2996	Q05655	Protein kinase C delta	80.92%	97.79%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.79%	96.33%
CHEMBL5255	O00206	Toll-like receptor 4	80.63%	92.50%

Plants that contains it

• Erythrophleum fordii

Cross-Links

• PubChem: 44192141
• LOTUS: LTS0193582
• wikiData: Q105169897