Methyl 2'-hydroxy-3-methyl-2'-propan-2-ylspiro[3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene-15,5'-oxane]-12-carboxylate

Details

• Internal ID: 4792b332-34d1-4255-9a1a-53d401da7254
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl 2'-hydroxy-3-methyl-2'-propan-2-ylspiro[3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene-15,5'-oxane]-12-carboxylate
• SMILES (Canonical): CC(C)C1(CCC2(CO1)C3CCC4=C5C2(CC(C5CC4)C(=O)OC)CN(C3)C)O
• SMILES (Isomeric): CC(C)C1(CCC2(CO1)C3CCC4=C5C2(CC(C5CC4)C(=O)OC)CN(C3)C)O
• InChI: InChI=1S/C24H37NO4/c1-15(2)24(27)10-9-22(14-29-24)17-7-5-16-6-8-18-19(21(26)28-4)11-23(22,20(16)18)13-25(3)12-17/h15,17-19,27H,5-14H2,1-4H3
• InChI Key: OUGJTNKMUCIUKC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₇NO₄
• Molecular Weight: 403.60 g/mol
• Exact Mass: 403.27225866 g/mol
• Topological Polar Surface Area (TPSA): 59.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.37
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9390	93.90%
Caco-2	+	0.7597	75.97%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4734	47.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9043	90.43%
OATP1B3 inhibitior	+	0.9429	94.29%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6196	61.96%
P-glycoprotein inhibitior	-	0.6643	66.43%
P-glycoprotein substrate	+	0.5479	54.79%
CYP3A4 substrate	+	0.7004	70.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7830	78.30%
CYP3A4 inhibition	-	0.7891	78.91%
CYP2C9 inhibition	-	0.8818	88.18%
CYP2C19 inhibition	-	0.9067	90.67%
CYP2D6 inhibition	-	0.8832	88.32%
CYP1A2 inhibition	-	0.8777	87.77%
CYP2C8 inhibition	-	0.7767	77.67%
CYP inhibitory promiscuity	-	0.9810	98.10%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5537	55.37%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9354	93.54%
Skin irritation	-	0.7604	76.04%
Skin corrosion	-	0.9162	91.62%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5790	57.90%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.5574	55.74%
skin sensitisation	-	0.8044	80.44%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.6516	65.16%
Acute Oral Toxicity (c)	III	0.5969	59.69%
Estrogen receptor binding	+	0.7935	79.35%
Androgen receptor binding	+	0.6795	67.95%
Thyroid receptor binding	+	0.5704	57.04%
Glucocorticoid receptor binding	+	0.7178	71.78%
Aromatase binding	+	0.6191	61.91%
PPAR gamma	-	0.6143	61.43%
Honey bee toxicity	-	0.7549	75.49%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8104	81.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.80%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.78%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.50%	91.11%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	92.42%	95.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.25%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.91%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	88.59%	91.19%
CHEMBL2581	P07339	Cathepsin D	88.29%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.70%	95.56%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.54%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.09%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.09%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.80%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.88%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.24%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.60%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.43%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.88%	95.89%
CHEMBL205	P00918	Carbonic anhydrase II	80.57%	98.44%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.42%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.39%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.29%	100.00%

Plants that contains it

• Daphniphyllum gracile
• Daphniphyllum himalayense

Cross-Links

• PubChem: 74007478
• LOTUS: LTS0256816
• wikiData: Q105200052