(11S)-3-methoxy-2,4,4-trimethyl-9-(4-methylpent-3-enyl)-11-propan-2-ylspiro[5.5]undeca-2,8-diene-1,5-dione

Details

• Internal ID: 90f3bed8-626d-469a-89a2-69ef52daf64b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids
• IUPAC Name: (11S)-3-methoxy-2,4,4-trimethyl-9-(4-methylpent-3-enyl)-11-propan-2-ylspiro[5.5]undeca-2,8-diene-1,5-dione
• SMILES (Canonical): CC1=C(C(C(=O)C2(C1=O)CC=C(CC2C(C)C)CCC=C(C)C)(C)C)OC
• SMILES (Isomeric): CC1=C(C(C(=O)C2(C1=O)CC=C(C[C@H]2C(C)C)CCC=C(C)C)(C)C)OC
• InChI: InChI=1S/C24H36O3/c1-15(2)10-9-11-18-12-13-24(19(14-18)16(3)4)20(25)17(5)21(27-8)23(6,7)22(24)26/h10,12,16,19H,9,11,13-14H2,1-8H3/t19-,24?/m0/s1
• InChI Key: BZYZIWKMUTYFDN-XGLRFROISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₃
• Molecular Weight: 372.50 g/mol
• Exact Mass: 372.26644501 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.81
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.8179	81.79%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8575	85.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8726	87.26%
OATP1B3 inhibitior	+	0.9222	92.22%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6483	64.83%
P-glycoprotein inhibitior	+	0.6305	63.05%
P-glycoprotein substrate	-	0.6616	66.16%
CYP3A4 substrate	+	0.6225	62.25%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8363	83.63%
CYP3A4 inhibition	-	0.9309	93.09%
CYP2C9 inhibition	-	0.6439	64.39%
CYP2C19 inhibition	-	0.5163	51.63%
CYP2D6 inhibition	-	0.9375	93.75%
CYP1A2 inhibition	-	0.8284	82.84%
CYP2C8 inhibition	-	0.8211	82.11%
CYP inhibitory promiscuity	-	0.7159	71.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7986	79.86%
Carcinogenicity (trinary)	Non-required	0.5840	58.40%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.9527	95.27%
Skin irritation	-	0.6386	63.86%
Skin corrosion	-	0.9824	98.24%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3684	36.84%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.7265	72.65%
skin sensitisation	-	0.5626	56.26%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5833	58.33%
Acute Oral Toxicity (c)	III	0.7555	75.55%
Estrogen receptor binding	+	0.6146	61.46%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5909	59.09%
Glucocorticoid receptor binding	+	0.7213	72.13%
Aromatase binding	+	0.6103	61.03%
PPAR gamma	+	0.6403	64.03%
Honey bee toxicity	-	0.7647	76.47%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9925	99.25%

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	97.42%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.99%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.70%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	95.96%	94.75%
CHEMBL2581	P07339	Cathepsin D	94.98%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.74%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.91%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.07%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.62%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.81%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	83.31%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.88%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.77%	95.89%

Plants that contains it

• Baeckea frutescens

Cross-Links

• PubChem: 163081537
• LOTUS: LTS0250287
• wikiData: Q104950772