(1R,3R,4Z,6R,7R)-3-ethyl-9-pent-2-en-4-ynyl-2,8-dioxabicyclo[5.2.1]dec-4-en-6-ol

Details

• Internal ID: 685848f3-5367-4dcc-b35d-0739c176b242
• Taxonomy: Organoheterocyclic compounds > Tetrahydrofurans
• IUPAC Name: (1R,3R,4Z,6R,7R)-3-ethyl-9-pent-2-en-4-ynyl-2,8-dioxabicyclo[5.2.1]dec-4-en-6-ol
• SMILES (Canonical): CCC1C=CC(C2CC(O1)C(O2)CC=CC#C)O
• SMILES (Isomeric): CC[C@@H]1/C=C\[C@H]([C@H]2C[C@@H](O1)C(O2)CC=CC#C)O
• InChI: InChI=1S/C15H20O3/c1-3-5-6-7-13-15-10-14(18-13)12(16)9-8-11(4-2)17-15/h1,5-6,8-9,11-16H,4,7,10H2,2H3/b6-5?,9-8-/t11-,12-,13?,14-,15-/m1/s1
• InChI Key: GOJYGMSDJSXFHL-LSGGBAAFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.7151	71.51%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4354	43.54%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8561	85.61%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8961	89.61%
P-glycoprotein inhibitior	-	0.9199	91.99%
P-glycoprotein substrate	-	0.8947	89.47%
CYP3A4 substrate	-	0.5162	51.62%
CYP2C9 substrate	-	0.6070	60.70%
CYP2D6 substrate	-	0.7945	79.45%
CYP3A4 inhibition	-	0.9272	92.72%
CYP2C9 inhibition	-	0.8499	84.99%
CYP2C19 inhibition	-	0.6939	69.39%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	-	0.6281	62.81%
CYP2C8 inhibition	-	0.8093	80.93%
CYP inhibitory promiscuity	-	0.7382	73.82%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.3947	39.47%
Eye corrosion	-	0.9085	90.85%
Eye irritation	-	0.9860	98.60%
Skin irritation	-	0.6491	64.91%
Skin corrosion	-	0.8724	87.24%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6458	64.58%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5304	53.04%
skin sensitisation	-	0.6352	63.52%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6709	67.09%
Acute Oral Toxicity (c)	III	0.5567	55.67%
Estrogen receptor binding	-	0.5087	50.87%
Androgen receptor binding	-	0.7150	71.50%
Thyroid receptor binding	-	0.5505	55.05%
Glucocorticoid receptor binding	+	0.6295	62.95%
Aromatase binding	-	0.6841	68.41%
PPAR gamma	+	0.5849	58.49%
Honey bee toxicity	-	0.8765	87.65%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	-	0.4072	40.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.32%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.72%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	92.30%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.61%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	87.34%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.17%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	85.88%	94.73%
CHEMBL1977	P11473	Vitamin D receptor	83.94%	99.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.46%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163186294
• LOTUS: LTS0182307
• wikiData: Q105014086