(+)-Miliusane I

Details

• Internal ID: 0966cc8d-02ca-4343-929a-438f69c2669b
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1R,5R,8R,9S)-1-[(1E)-2,6-dimethylhepta-1,5-dienyl]-9-hydroxy-8-methoxy-2-oxaspiro[4.5]decane-3,6-dione
• InChI: InChI=1S/C19H28O5/c1-12(2)6-5-7-13(3)8-17-19(11-18(22)24-17)10-14(20)15(23-4)9-16(19)21/h6,8,14-15,17,20H,5,7,9-11H2,1-4H3/b13-8+/t14-,15+,17+,19-/m0/s1
• InChI Key: RNXGMPDMYPADJI-JJRQFJOQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₅
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.19367399 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.72
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• (1R,5R,8R,9S)-1-[(1E)-2,6-dimethylhepta-1,5-dienyl]-9-hydroxy-8-methoxy-2-oxaspiro[4.5]decane-3,6-dione
• (+)-miliusane I
• RefChem:67434
• CHEMBL381302

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9700	97.00%
Caco-2	+	0.6478	64.78%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7514	75.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8604	86.04%
OATP1B3 inhibitior	+	0.8648	86.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5624	56.24%
P-glycoprotein inhibitior	-	0.6329	63.29%
P-glycoprotein substrate	-	0.7305	73.05%
CYP3A4 substrate	+	0.6261	62.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8528	85.28%
CYP3A4 inhibition	+	0.5081	50.81%
CYP2C9 inhibition	-	0.6554	65.54%
CYP2C19 inhibition	-	0.7292	72.92%
CYP2D6 inhibition	-	0.9403	94.03%
CYP1A2 inhibition	-	0.7669	76.69%
CYP2C8 inhibition	-	0.8375	83.75%
CYP inhibitory promiscuity	-	0.9009	90.09%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5821	58.21%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9827	98.27%
Skin irritation	-	0.5139	51.39%
Skin corrosion	-	0.9096	90.96%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7078	70.78%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5288	52.88%
skin sensitisation	-	0.8089	80.89%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7208	72.08%
Acute Oral Toxicity (c)	III	0.3427	34.27%
Estrogen receptor binding	+	0.6438	64.38%
Androgen receptor binding	-	0.5834	58.34%
Thyroid receptor binding	-	0.5753	57.53%
Glucocorticoid receptor binding	+	0.6606	66.06%
Aromatase binding	-	0.5976	59.76%
PPAR gamma	-	0.6259	62.59%
Honey bee toxicity	-	0.6338	63.38%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9547	95.47%

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	97.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.62%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.45%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	90.98%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.91%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.87%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.65%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.47%	98.95%
CHEMBL1902	P62942	FK506-binding protein 1A	81.41%	97.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.72%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.37%	99.17%

Plants that contains it

• Miliusa balansae

Cross-Links

• PubChem: 11493762
• NPASS: NPC17326
• ChEMBL: CHEMBL381302
• LOTUS: LTS0210741
• wikiData: Q105241892