[(2S,4aR,4bS,7E,8R,8aS,10aR)-1,1,4a,8-tetramethyl-7-[2-[2-(methylamino)ethoxy]-2-oxoethylidene]-9-oxo-2,3,4,4b,5,6,8,8a,10,10a-decahydrophenanthren-2-yl] 3-hydroxy-3-methylbutanoate

Details

• Internal ID: 5bd5eeca-b260-4c0f-a9ae-71e3eac95cf7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(2S,4aR,4bS,7E,8R,8aS,10aR)-1,1,4a,8-tetramethyl-7-[2-[2-(methylamino)ethoxy]-2-oxoethylidene]-9-oxo-2,3,4,4b,5,6,8,8a,10,10a-decahydrophenanthren-2-yl] 3-hydroxy-3-methylbutanoate
• SMILES (Canonical): CC1C2C(CCC1=CC(=O)OCCNC)C3(CCC(C(C3CC2=O)(C)C)OC(=O)CC(C)(C)O)C
• SMILES (Isomeric): C[C@@H]\1[C@H]2[C@H](CC/C1=C\C(=O)OCCNC)[C@]3(CC[C@@H](C([C@@H]3CC2=O)(C)C)OC(=O)CC(C)(C)O)C
• InChI: InChI=1S/C28H45NO6/c1-17-18(14-23(31)34-13-12-29-7)8-9-19-25(17)20(30)15-21-27(4,5)22(10-11-28(19,21)6)35-24(32)16-26(2,3)33/h14,17,19,21-22,25,29,33H,8-13,15-16H2,1-7H3/b18-14+/t17-,19-,21-,22-,25-,28+/m0/s1
• InChI Key: CWEOPNAABDJTEA-LWNGXXMUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₅NO₆
• Molecular Weight: 491.70 g/mol
• Exact Mass: 491.32468816 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.83
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9667	96.67%
Caco-2	-	0.7034	70.34%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7480	74.80%
OATP2B1 inhibitior	-	0.7139	71.39%
OATP1B1 inhibitior	+	0.8278	82.78%
OATP1B3 inhibitior	+	0.9102	91.02%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8615	86.15%
P-glycoprotein inhibitior	+	0.6817	68.17%
P-glycoprotein substrate	-	0.5283	52.83%
CYP3A4 substrate	+	0.7417	74.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8763	87.63%
CYP3A4 inhibition	-	0.6651	66.51%
CYP2C9 inhibition	-	0.8881	88.81%
CYP2C19 inhibition	-	0.8757	87.57%
CYP2D6 inhibition	-	0.8775	87.75%
CYP1A2 inhibition	-	0.8711	87.11%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9352	93.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5953	59.53%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9246	92.46%
Skin irritation	-	0.7146	71.46%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4282	42.82%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7853	78.53%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8414	84.14%
Acute Oral Toxicity (c)	III	0.6557	65.57%
Estrogen receptor binding	+	0.7444	74.44%
Androgen receptor binding	+	0.7457	74.57%
Thyroid receptor binding	+	0.6449	64.49%
Glucocorticoid receptor binding	+	0.8762	87.62%
Aromatase binding	+	0.7364	73.64%
PPAR gamma	+	0.5980	59.80%
Honey bee toxicity	-	0.7732	77.32%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6049	60.49%
Fish aquatic toxicity	+	0.8674	86.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.18%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.25%	96.09%
CHEMBL299	P17252	Protein kinase C alpha	94.18%	98.03%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.29%	82.69%
CHEMBL2581	P07339	Cathepsin D	92.14%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	91.61%	97.79%
CHEMBL5028	O14672	ADAM10	89.23%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.70%	91.07%
CHEMBL332	P03956	Matrix metalloproteinase-1	86.25%	94.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.68%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.33%	90.08%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	84.13%	89.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.10%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.10%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	82.93%	83.82%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.87%	97.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.87%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.70%	97.14%
CHEMBL2664	P23526	Adenosylhomocysteinase	81.37%	86.67%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.02%	97.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.70%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.68%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	80.42%	92.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.14%	96.90%

Plants that contains it

• Erythrophleum coumingo

Cross-Links

• PubChem: 162905215
• LOTUS: LTS0083538
• wikiData: Q104971195