methyl (1S,4aR,4bS,7E,8R,8aS,9R,10aR)-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-decahydrophenanthrene-1-carboxylate

Details

• Internal ID: 9f194c0d-6c7f-4cae-b63d-b73e8b22eb7e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl (1S,4aR,4bS,7E,8R,8aS,9R,10aR)-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-decahydrophenanthrene-1-carboxylate
• SMILES (Canonical): CC1C2C(CCC1=CC(=O)N(C)CCO)C3(CCCC(C3C(=O)C2O)(C)C(=O)OC)C
• SMILES (Isomeric): C[C@@H]\1[C@H]2[C@H](CC/C1=C\C(=O)N(C)CCO)[C@]3(CCC[C@]([C@@H]3C(=O)[C@@H]2O)(C)C(=O)OC)C
• InChI: InChI=1S/C24H37NO6/c1-14-15(13-17(27)25(4)11-12-26)7-8-16-18(14)19(28)20(29)21-23(16,2)9-6-10-24(21,3)22(30)31-5/h13-14,16,18-19,21,26,28H,6-12H2,1-5H3/b15-13+/t14-,16-,18-,19+,21+,23+,24-/m0/s1
• InChI Key: UDDBQHDQODRIRM-JKXQSFPISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₇NO₆
• Molecular Weight: 435.60 g/mol
• Exact Mass: 435.26208790 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 6
• 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	+	0.8217	82.17%
Caco-2	+	0.5115	51.15%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6999	69.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8087	80.87%
OATP1B3 inhibitior	+	0.9275	92.75%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8581	85.81%
P-glycoprotein inhibitior	-	0.4318	43.18%
P-glycoprotein substrate	-	0.5377	53.77%
CYP3A4 substrate	+	0.7221	72.21%
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	-	0.7261	72.61%
CYP inhibitory promiscuity	-	0.8592	85.92%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5096	50.96%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9606	96.06%
Skin irritation	-	0.7209	72.09%
Skin corrosion	-	0.9373	93.73%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6958	69.58%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.6896	68.96%
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	-	0.9152	91.52%
Acute Oral Toxicity (c)	III	0.6612	66.12%
Estrogen receptor binding	+	0.8623	86.23%
Androgen receptor binding	+	0.7443	74.43%
Thyroid receptor binding	+	0.6342	63.42%
Glucocorticoid receptor binding	+	0.8214	82.14%
Aromatase binding	+	0.6688	66.88%
PPAR gamma	-	0.6106	61.06%
Honey bee toxicity	-	0.7525	75.25%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
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
CHEMBL4040	P28482	MAP kinase ERK2	99.72%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.70%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.13%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.50%	98.95%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.13%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.13%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.79%	97.25%
CHEMBL237	P41145	Kappa opioid receptor	89.54%	98.10%
CHEMBL340	P08684	Cytochrome P450 3A4	89.09%	91.19%
CHEMBL4072	P07858	Cathepsin B	89.08%	93.67%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.83%	91.07%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.58%	98.75%
CHEMBL226	P30542	Adenosine A1 receptor	85.59%	95.93%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.80%	94.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.24%	96.21%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.08%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.05%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.68%	95.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.31%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.81%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.11%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.06%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.97%	86.33%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.31%	97.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.18%	94.45%

Plants that contains it

• Erythrophleum fordii
• Ophiopogon japonicus

Cross-Links

• PubChem: 101710278
• LOTUS: LTS0198499
• wikiData: Q105326442