(1S,2R,5R,8S)-2,8-dimethyl-5-propan-2-yl-9,10-dioxatricyclo[6.2.2.01,6]dodec-6-ene

Details

• Internal ID: dbf07d58-12de-4f68-be1b-6131277bb571
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,2R,5R,8S)-2,8-dimethyl-5-propan-2-yl-9,10-dioxatricyclo[6.2.2.01,6]dodec-6-ene
• SMILES (Canonical): CC1CCC(C2=CC3(CCC12OO3)C)C(C)C
• SMILES (Isomeric): C[C@@H]1CC[C@@H](C2=C[C@@]3(CC[C@]12OO3)C)C(C)C
• InChI: InChI=1S/C15H24O2/c1-10(2)12-6-5-11(3)15-8-7-14(4,16-17-15)9-13(12)15/h9-12H,5-8H2,1-4H3/t11-,12-,14+,15+/m1/s1
• InChI Key: GTTLFWBBABXFSP-UXOAXIEHSA-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): 18.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.87
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.9108	91.08%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Plasma membrane	0.3747	37.47%
OATP2B1 inhibitior	-	0.8503	85.03%
OATP1B1 inhibitior	+	0.9472	94.72%
OATP1B3 inhibitior	+	0.9565	95.65%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9270	92.70%
P-glycoprotein inhibitior	-	0.9309	93.09%
P-glycoprotein substrate	-	0.7310	73.10%
CYP3A4 substrate	+	0.5225	52.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7011	70.11%
CYP3A4 inhibition	-	0.7576	75.76%
CYP2C9 inhibition	-	0.6905	69.05%
CYP2C19 inhibition	-	0.5350	53.50%
CYP2D6 inhibition	-	0.9048	90.48%
CYP1A2 inhibition	-	0.6066	60.66%
CYP2C8 inhibition	-	0.8919	89.19%
CYP inhibitory promiscuity	-	0.7506	75.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5936	59.36%
Eye corrosion	-	0.9673	96.73%
Eye irritation	-	0.7823	78.23%
Skin irritation	-	0.7053	70.53%
Skin corrosion	-	0.9517	95.17%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4542	45.42%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5366	53.66%
skin sensitisation	+	0.5665	56.65%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6378	63.78%
Acute Oral Toxicity (c)	III	0.5504	55.04%
Estrogen receptor binding	-	0.7841	78.41%
Androgen receptor binding	-	0.5288	52.88%
Thyroid receptor binding	-	0.5063	50.63%
Glucocorticoid receptor binding	-	0.5605	56.05%
Aromatase binding	-	0.5911	59.11%
PPAR gamma	-	0.7499	74.99%
Honey bee toxicity	-	0.9026	90.26%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9357	93.57%

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	93.24%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.32%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.08%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.50%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.40%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.94%	94.80%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.58%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.47%	97.09%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.45%	99.18%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.14%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.99%	97.14%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.54%	90.24%

Plants that contains it

• Bazzania trilobata

Cross-Links

• PubChem: 10728531
• LOTUS: LTS0096051
• wikiData: Q105019427