methyl 4-(5,5,8a-trimethylspiro[3,4,4a,6,7,8-hexahydro-1H-naphthalene-2,2'-oxirane]-1-yl)-2-(oxiran-2-yl)but-2-enoate

Details

• Internal ID: 0a2ca549-a7c9-440e-a2cf-89c5017e300b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl 4-(5,5,8a-trimethylspiro[3,4,4a,6,7,8-hexahydro-1H-naphthalene-2,2'-oxirane]-1-yl)-2-(oxiran-2-yl)but-2-enoate
• SMILES (Canonical): CC1(CCCC2(C1CCC3(C2CC=C(C4CO4)C(=O)OC)CO3)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CCC3(C2CC=C(C4CO4)C(=O)OC)CO3)C)C
• InChI: InChI=1S/C21H32O4/c1-19(2)9-5-10-20(3)16(19)8-11-21(13-25-21)17(20)7-6-14(15-12-24-15)18(22)23-4/h6,15-17H,5,7-13H2,1-4H3
• InChI Key: ZLHMCXAVSLJKRX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₄
• Molecular Weight: 348.50 g/mol
• Exact Mass: 348.23005950 g/mol
• Topological Polar Surface Area (TPSA): 51.40 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.89
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9741	97.41%
Caco-2	+	0.7386	73.86%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7357	73.57%
OATP2B1 inhibitior	-	0.8637	86.37%
OATP1B1 inhibitior	+	0.8635	86.35%
OATP1B3 inhibitior	+	0.9404	94.04%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7176	71.76%
P-glycoprotein inhibitior	-	0.5588	55.88%
P-glycoprotein substrate	-	0.7262	72.62%
CYP3A4 substrate	+	0.6699	66.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8769	87.69%
CYP3A4 inhibition	-	0.8677	86.77%
CYP2C9 inhibition	-	0.6977	69.77%
CYP2C19 inhibition	-	0.6430	64.30%
CYP2D6 inhibition	-	0.9227	92.27%
CYP1A2 inhibition	-	0.6767	67.67%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.7143	71.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5964	59.64%
Eye corrosion	-	0.9807	98.07%
Eye irritation	-	0.9059	90.59%
Skin irritation	-	0.7780	77.80%
Skin corrosion	-	0.9629	96.29%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3607	36.07%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.7296	72.96%
skin sensitisation	-	0.6456	64.56%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5188	51.88%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.6468	64.68%
Acute Oral Toxicity (c)	III	0.5634	56.34%
Estrogen receptor binding	+	0.8778	87.78%
Androgen receptor binding	+	0.5594	55.94%
Thyroid receptor binding	+	0.7754	77.54%
Glucocorticoid receptor binding	+	0.8696	86.96%
Aromatase binding	+	0.7120	71.20%
PPAR gamma	+	0.8172	81.72%
Honey bee toxicity	-	0.7603	76.03%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9848	98.48%

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	98.12%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.99%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.81%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.64%	96.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.93%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.11%	95.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.53%	91.24%
CHEMBL340	P08684	Cytochrome P450 3A4	86.27%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.27%	82.69%
CHEMBL5028	O14672	ADAM10	85.68%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.39%	92.62%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.97%	97.28%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.76%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.58%	99.23%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.36%	98.75%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.03%	97.53%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.87%	97.09%
CHEMBL233	P35372	Mu opioid receptor	83.53%	97.93%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.29%	97.50%
CHEMBL2581	P07339	Cathepsin D	83.03%	98.95%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	82.84%	98.99%
CHEMBL5255	O00206	Toll-like receptor 4	82.82%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.75%	100.00%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	82.58%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.46%	97.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.43%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.44%	89.34%

Plants that contains it

• Aframomum zambesiacum

Cross-Links

• PubChem: 73033415
• LOTUS: LTS0250121
• wikiData: Q105378892