Cedronellone

Details

• Internal ID: 889a440f-e347-4727-a416-1a7e691cca6b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (1S,1'S,5S,5'S,9S)-6',6',10,10-tetramethylspiro[6-oxatricyclo[7.1.1.02,7]undec-2(7)-ene-5,2'-bicyclo[3.1.1]heptane]-3'-one
• SMILES (Canonical): CC1(C2CC1C3=C(C2)OC4(CC3)C5CC(C5(C)C)CC4=O)C
• SMILES (Isomeric): CC1([C@H]2C[C@@H]1C3=C(C2)O[C@@]4(CC3)[C@H]5C[C@H](C5(C)C)CC4=O)C
• InChI: InChI=1S/C20H28O2/c1-18(2)11-7-14(18)13-5-6-20(22-15(13)8-11)16-9-12(10-17(20)21)19(16,3)4/h11-12,14,16H,5-10H2,1-4H3/t11-,12-,14+,16-,20-/m0/s1
• InChI Key: YZHBEINUZQDPPT-IQTBRZPXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.49
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.7529	75.29%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6422	64.22%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9023	90.23%
OATP1B3 inhibitior	+	0.9779	97.79%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8903	89.03%
P-glycoprotein inhibitior	-	0.7863	78.63%
P-glycoprotein substrate	-	0.8947	89.47%
CYP3A4 substrate	+	0.5841	58.41%
CYP2C9 substrate	-	0.7818	78.18%
CYP2D6 substrate	-	0.7753	77.53%
CYP3A4 inhibition	-	0.8636	86.36%
CYP2C9 inhibition	-	0.7977	79.77%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8920	89.20%
CYP1A2 inhibition	-	0.7068	70.68%
CYP2C8 inhibition	-	0.8762	87.62%
CYP inhibitory promiscuity	-	0.8622	86.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5537	55.37%
Eye corrosion	-	0.9753	97.53%
Eye irritation	-	0.9116	91.16%
Skin irritation	-	0.5881	58.81%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5363	53.63%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5571	55.71%
skin sensitisation	+	0.5640	56.40%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6066	60.66%
Acute Oral Toxicity (c)	III	0.7868	78.68%
Estrogen receptor binding	-	0.4743	47.43%
Androgen receptor binding	+	0.6976	69.76%
Thyroid receptor binding	+	0.6214	62.14%
Glucocorticoid receptor binding	+	0.7089	70.89%
Aromatase binding	+	0.5888	58.88%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7831	78.31%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.8698	86.98%

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	94.14%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.22%	96.09%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	89.31%	85.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.07%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.25%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.17%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.85%	97.09%
CHEMBL2581	P07339	Cathepsin D	85.03%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.40%	96.38%
CHEMBL221	P23219	Cyclooxygenase-1	82.86%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.56%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.22%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.44%	94.75%

Plants that contains it

• Cedronella canariensis

Cross-Links

• PubChem: 11722355
• LOTUS: LTS0044030
• wikiData: Q105369227