6,6-dimethyl-3-(3-methylbut-3-en-1-ynyl)-2,3,4,4a,7,8-hexahydro-1aH-oxireno[2,3-e]chromene-2,7-diol

Details

• Internal ID: c2c56a70-63ab-4950-9dac-ac26d6b26b4a
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: 6,6-dimethyl-3-(3-methylbut-3-en-1-ynyl)-2,3,4,4a,7,8-hexahydro-1aH-oxireno[2,3-e]chromene-2,7-diol
• SMILES (Canonical): CC(=C)C#CC1CC2C3(CC(C(O2)(C)C)O)C(C1O)O3
• SMILES (Isomeric): CC(=C)C#CC1CC2C3(CC(C(O2)(C)C)O)C(C1O)O3
• InChI: InChI=1S/C16H22O4/c1-9(2)5-6-10-7-12-16(14(20-16)13(10)18)8-11(17)15(3,4)19-12/h10-14,17-18H,1,7-8H2,2-4H3
• InChI Key: PHEKSAGWYUBZTP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.34 g/mol
• Exact Mass: 278.15180918 g/mol
• Topological Polar Surface Area (TPSA): 62.20 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.01
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9592	95.92%
Caco-2	-	0.5215	52.15%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4841	48.41%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.9416	94.16%
OATP1B3 inhibitior	+	0.9514	95.14%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9117	91.17%
P-glycoprotein inhibitior	-	0.9039	90.39%
P-glycoprotein substrate	-	0.7443	74.43%
CYP3A4 substrate	+	0.6253	62.53%
CYP2C9 substrate	-	0.6148	61.48%
CYP2D6 substrate	-	0.7762	77.62%
CYP3A4 inhibition	-	0.6576	65.76%
CYP2C9 inhibition	-	0.8115	81.15%
CYP2C19 inhibition	-	0.6899	68.99%
CYP2D6 inhibition	-	0.9060	90.60%
CYP1A2 inhibition	-	0.7850	78.50%
CYP2C8 inhibition	-	0.7473	74.73%
CYP inhibitory promiscuity	-	0.8613	86.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5711	57.11%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9420	94.20%
Skin irritation	-	0.6477	64.77%
Skin corrosion	-	0.9088	90.88%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6517	65.17%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.6949	69.49%
skin sensitisation	-	0.7013	70.13%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.8444	84.44%
Acute Oral Toxicity (c)	III	0.4872	48.72%
Estrogen receptor binding	+	0.7244	72.44%
Androgen receptor binding	-	0.4896	48.96%
Thyroid receptor binding	+	0.7889	78.89%
Glucocorticoid receptor binding	+	0.7353	73.53%
Aromatase binding	+	0.6572	65.72%
PPAR gamma	+	0.6936	69.36%
Honey bee toxicity	-	0.6635	66.35%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9479	94.79%

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	93.80%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.71%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.75%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.50%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.62%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	85.39%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.25%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.22%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.28%	96.38%
CHEMBL1871	P10275	Androgen Receptor	81.08%	96.43%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585312
• LOTUS: LTS0223247
• wikiData: Q77420026