(1R,4R,5S,9S,13R,14S)-4,13-dimethyl-8-propan-2-ylidene-10,11-dioxatricyclo[7.4.1.05,14]tetradecan-12-one

Details

• Internal ID: 7bef675f-472b-4d5a-9390-a19b8d032d8b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids
• IUPAC Name: (1R,4R,5S,9S,13R,14S)-4,13-dimethyl-8-propan-2-ylidene-10,11-dioxatricyclo[7.4.1.05,14]tetradecan-12-one
• InChI: InChI=1S/C17H26O3/c1-9(2)12-7-8-13-10(3)5-6-14-11(4)17(18)20-19-16(12)15(13)14/h10-11,13-16H,5-8H2,1-4H3/t10-,11-,13+,14+,15+,16-/m1/s1
• InChI Key: QVERWWSPHARBHT-DQGWAQSQSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₃
• Molecular Weight: 278.40 g/mol
• Exact Mass: 278.18819469 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.89
• H-Bond Acceptor: 3
• 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	+	0.9946	99.46%
Caco-2	+	0.9363	93.63%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5389	53.89%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.9139	91.39%
OATP1B3 inhibitior	+	0.9555	95.55%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6417	64.17%
P-glycoprotein inhibitior	-	0.8080	80.80%
P-glycoprotein substrate	-	0.8668	86.68%
CYP3A4 substrate	+	0.5456	54.56%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.8796	87.96%
CYP2C9 inhibition	-	0.7904	79.04%
CYP2C19 inhibition	-	0.6394	63.94%
CYP2D6 inhibition	-	0.9007	90.07%
CYP1A2 inhibition	+	0.6275	62.75%
CYP2C8 inhibition	-	0.8298	82.98%
CYP inhibitory promiscuity	-	0.8181	81.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5854	58.54%
Eye corrosion	-	0.9762	97.62%
Eye irritation	-	0.5332	53.32%
Skin irritation	-	0.6472	64.72%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5894	58.94%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6678	66.78%
skin sensitisation	-	0.5932	59.32%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.4616	46.16%
Acute Oral Toxicity (c)	III	0.5018	50.18%
Estrogen receptor binding	-	0.7366	73.66%
Androgen receptor binding	+	0.5993	59.93%
Thyroid receptor binding	-	0.4895	48.95%
Glucocorticoid receptor binding	-	0.5429	54.29%
Aromatase binding	-	0.7831	78.31%
PPAR gamma	-	0.7143	71.43%
Honey bee toxicity	-	0.8580	85.80%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9967	99.67%

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	93.34%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.85%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.31%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.27%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.48%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.30%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.73%	93.04%

Plants that contains it

• Artemisia annua

Cross-Links

• PubChem: 101946855
• LOTUS: LTS0261182
• wikiData: Q105228623