Marrulactone

Details

• Internal ID: 7cf7ebd2-2568-4f0d-824f-3c4f4b59179a
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (1R,4S,8S,9R,10R,12R)-4,8,10-trimethylspiro[2-oxatricyclo[6.3.1.04,12]dodecane-9,6'-oxane]-2',3-dione
• SMILES (Canonical): CC1CC2C3C(CCCC3(C14CCCC(=O)O4)C)(C(=O)O2)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]2[C@H]3[C@](CCC[C@@]3([C@@]14CCCC(=O)O4)C)(C(=O)O2)C
• InChI: InChI=1S/C18H26O4/c1-11-10-12-14-16(2,15(20)21-12)7-5-8-17(14,3)18(11)9-4-6-13(19)22-18/h11-12,14H,4-10H2,1-3H3/t11-,12-,14+,16+,17+,18-/m1/s1
• InChI Key: AKCKRZRPYZPWJE-GCTGDKDVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₄
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.18310931 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• CHEMBL1080254

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9768	97.68%
Caco-2	+	0.8826	88.26%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7572	75.72%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8779	87.79%
OATP1B3 inhibitior	+	0.9727	97.27%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7769	77.69%
P-glycoprotein inhibitior	-	0.6633	66.33%
P-glycoprotein substrate	-	0.8186	81.86%
CYP3A4 substrate	+	0.6231	62.31%
CYP2C9 substrate	-	0.6124	61.24%
CYP2D6 substrate	-	0.8308	83.08%
CYP3A4 inhibition	-	0.8529	85.29%
CYP2C9 inhibition	-	0.9507	95.07%
CYP2C19 inhibition	-	0.9344	93.44%
CYP2D6 inhibition	-	0.9604	96.04%
CYP1A2 inhibition	-	0.8542	85.42%
CYP2C8 inhibition	-	0.7729	77.29%
CYP inhibitory promiscuity	-	0.9802	98.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6666	66.66%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9219	92.19%
Skin irritation	-	0.5305	53.05%
Skin corrosion	-	0.5999	59.99%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5292	52.92%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8679	86.79%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.7088	70.88%
Acute Oral Toxicity (c)	III	0.6957	69.57%
Estrogen receptor binding	+	0.8720	87.20%
Androgen receptor binding	+	0.6176	61.76%
Thyroid receptor binding	+	0.6842	68.42%
Glucocorticoid receptor binding	+	0.7349	73.49%
Aromatase binding	+	0.6871	68.71%
PPAR gamma	+	0.5608	56.08%
Honey bee toxicity	-	0.8023	80.23%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9711	97.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.16%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.48%	93.40%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.13%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.89%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	84.24%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.06%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.72%	100.00%
CHEMBL2581	P07339	Cathepsin D	83.16%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.16%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.54%	91.11%

Plants that contains it

• Marrubium globosum

Cross-Links

• PubChem: 44254165
• LOTUS: LTS0136898
• wikiData: Q104913533