[(1R,2S,4S,8R,9R)-3,3,12-trimethyl-7-methylidene-10-oxatricyclo[6.4.0.02,4]dodec-11-en-9-yl] acetate

Details

• Internal ID: aeebdf23-db59-43a2-b591-416f638c633f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Aromadendrane sesquiterpenoids
• IUPAC Name: [(1R,2S,4S,8R,9R)-3,3,12-trimethyl-7-methylidene-10-oxatricyclo[6.4.0.02,4]dodec-11-en-9-yl] acetate
• SMILES (Canonical): CC1=COC(C2C1C3C(C3(C)C)CCC2=C)OC(=O)C
• SMILES (Isomeric): CC1=CO[C@@H]([C@@H]2[C@H]1[C@@H]3[C@@H](C3(C)C)CCC2=C)OC(=O)C
• InChI: InChI=1S/C17H24O3/c1-9-6-7-12-15(17(12,4)5)13-10(2)8-19-16(14(9)13)20-11(3)18/h8,12-16H,1,6-7H2,2-5H3/t12-,13-,14-,15-,16+/m0/s1
• InChI Key: UNCGVRKHFKFUAL-UVPYHEFZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₃
• Molecular Weight: 276.40 g/mol
• Exact Mass: 276.17254462 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.66
• H-Bond Acceptor: 3
• 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	+	0.9886	98.86%
Caco-2	+	0.6624	66.24%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4620	46.20%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8809	88.09%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9536	95.36%
P-glycoprotein inhibitior	-	0.7626	76.26%
P-glycoprotein substrate	-	0.8304	83.04%
CYP3A4 substrate	+	0.6025	60.25%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.8190	81.90%
CYP2C9 inhibition	-	0.7786	77.86%
CYP2C19 inhibition	-	0.5410	54.10%
CYP2D6 inhibition	-	0.8967	89.67%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.5964	59.64%
CYP inhibitory promiscuity	-	0.8708	87.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6135	61.35%
Eye corrosion	-	0.9284	92.84%
Eye irritation	-	0.7322	73.22%
Skin irritation	+	0.4922	49.22%
Skin corrosion	-	0.9103	91.03%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4090	40.90%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	+	0.5628	56.28%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.6204	62.04%
Acute Oral Toxicity (c)	III	0.5841	58.41%
Estrogen receptor binding	+	0.7097	70.97%
Androgen receptor binding	-	0.4860	48.60%
Thyroid receptor binding	+	0.5650	56.50%
Glucocorticoid receptor binding	-	0.4912	49.12%
Aromatase binding	-	0.5599	55.99%
PPAR gamma	-	0.5332	53.32%
Honey bee toxicity	-	0.7967	79.67%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.9604	96.04%

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	94.96%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.61%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.88%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.72%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.35%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.17%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.11%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.65%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	83.46%	83.82%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.38%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.66%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.25%	99.23%

Plants that contains it

• Plagiochila adianthoides
• Plagiochila asplenioides
• Plagiochila parvifolia
• Plagiochila semidecurrens

Cross-Links

• PubChem: 101290185
• LOTUS: LTS0141700
• wikiData: Q105275904