1,10-seco-Aromadendran-1,10-dione

Details

• Internal ID: 1ff23d66-084c-4c5e-a638-19b0be881cfb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2R,3R)-2-[(1R,3R)-2,2-dimethyl-3-(3-oxobutyl)cyclopropyl]-3-methylcyclopentan-1-one
• SMILES (Canonical): CC1CCC(=O)C1C2C(C2(C)C)CCC(=O)C
• SMILES (Isomeric): C[C@@H]1CCC(=O)[C@H]1[C@H]2[C@H](C2(C)C)CCC(=O)C
• InChI: InChI=1S/C15H24O2/c1-9-5-8-12(17)13(9)14-11(15(14,3)4)7-6-10(2)16/h9,11,13-14H,5-8H2,1-4H3/t9-,11-,13+,14-/m1/s1
• InChI Key: ZIRTVHDRHVNBGO-QIRAZROLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 1,10-seco-Aromadendran-1,10-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.6398	63.98%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7696	76.96%
OATP2B1 inhibitior	-	0.8506	85.06%
OATP1B1 inhibitior	+	0.9135	91.35%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8893	88.93%
P-glycoprotein inhibitior	-	0.6937	69.37%
P-glycoprotein substrate	-	0.8204	82.04%
CYP3A4 substrate	+	0.5391	53.91%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7887	78.87%
CYP3A4 inhibition	-	0.9108	91.08%
CYP2C9 inhibition	-	0.8561	85.61%
CYP2C19 inhibition	-	0.9031	90.31%
CYP2D6 inhibition	-	0.9286	92.86%
CYP1A2 inhibition	-	0.7954	79.54%
CYP2C8 inhibition	-	0.9232	92.32%
CYP inhibitory promiscuity	-	0.9360	93.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6185	61.85%
Eye corrosion	-	0.8048	80.48%
Eye irritation	-	0.5054	50.54%
Skin irritation	+	0.5342	53.42%
Skin corrosion	-	0.8411	84.11%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5271	52.71%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.6353	63.53%
skin sensitisation	+	0.8476	84.76%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.5201	52.01%
Acute Oral Toxicity (c)	III	0.6534	65.34%
Estrogen receptor binding	+	0.6456	64.56%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.7299	72.99%
Glucocorticoid receptor binding	-	0.5810	58.10%
Aromatase binding	-	0.7956	79.56%
PPAR gamma	-	0.7795	77.95%
Honey bee toxicity	-	0.8679	86.79%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.6870	68.70%

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	95.84%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	95.68%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.74%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.40%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.44%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.29%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.81%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.58%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	83.11%	92.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.98%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.89%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.12%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.10%	94.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.28%	92.94%

Plants that contains it

• Elsholtzia ciliata

Cross-Links

• PubChem: 91747363
• NPASS: NPC107567