2-[(2R,3S,5S)-4,4-dimethyl-10-oxatricyclo[6.3.0.03,5]undeca-1(11),8-dien-2-yl]prop-2-enal

Details

• Internal ID: 943d8992-6434-47b0-9953-2c57a54832ba
• Taxonomy: Organoheterocyclic compounds > Cycloheptafurans
• IUPAC Name: 2-[(2R,3S,5S)-4,4-dimethyl-10-oxatricyclo[6.3.0.03,5]undeca-1(11),8-dien-2-yl]prop-2-enal
• SMILES (Canonical): CC1(C2C1C(C3=COC=C3CC2)C(=C)C=O)C
• SMILES (Isomeric): CC1([C@@H]2[C@H]1[C@H](C3=COC=C3CC2)C(=C)C=O)C
• InChI: InChI=1S/C15H18O2/c1-9(6-16)13-11-8-17-7-10(11)4-5-12-14(13)15(12,2)3/h6-8,12-14H,1,4-5H2,2-3H3/t12-,13-,14-/m0/s1
• InChI Key: BOAIHAQBMDCHND-IHRRRGAJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₂
• Molecular Weight: 230.30 g/mol
• Exact Mass: 230.130679813 g/mol
• Topological Polar Surface Area (TPSA): 30.20 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.34
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.5308	53.08%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Lysosomes	0.4464	44.64%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8583	85.83%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9432	94.32%
P-glycoprotein inhibitior	-	0.9274	92.74%
P-glycoprotein substrate	-	0.8844	88.44%
CYP3A4 substrate	+	0.5647	56.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7649	76.49%
CYP3A4 inhibition	-	0.8653	86.53%
CYP2C9 inhibition	-	0.7317	73.17%
CYP2C19 inhibition	+	0.5988	59.88%
CYP2D6 inhibition	-	0.8265	82.65%
CYP1A2 inhibition	+	0.6390	63.90%
CYP2C8 inhibition	-	0.5704	57.04%
CYP inhibitory promiscuity	-	0.5610	56.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7100	71.00%
Carcinogenicity (trinary)	Non-required	0.5384	53.84%
Eye corrosion	-	0.9071	90.71%
Eye irritation	-	0.9182	91.82%
Skin irritation	-	0.5475	54.75%
Skin corrosion	-	0.8902	89.02%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7661	76.61%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	+	0.6624	66.24%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.4943	49.43%
Acute Oral Toxicity (c)	III	0.6681	66.81%
Estrogen receptor binding	-	0.6113	61.13%
Androgen receptor binding	+	0.6746	67.46%
Thyroid receptor binding	-	0.6219	62.19%
Glucocorticoid receptor binding	-	0.6157	61.57%
Aromatase binding	-	0.7059	70.59%
PPAR gamma	-	0.6464	64.64%
Honey bee toxicity	-	0.8209	82.09%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9682	96.82%

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	97.06%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.47%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.65%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.56%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.95%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.42%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.97%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.87%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.06%	92.94%

Plants that contains it

• Plagiochila parvifolia

Cross-Links

• PubChem: 162890115
• LOTUS: LTS0181532
• wikiData: Q104939129