8-(3-Hydroxybut-1-enyl)-1,5-dimethyl-6-oxabicyclo[3.2.1]octane-2,3-diol

Details

• Internal ID: e2c2e404-9257-4509-8756-056538455adb
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: 8-(3-hydroxybut-1-enyl)-1,5-dimethyl-6-oxabicyclo[3.2.1]octane-2,3-diol
• SMILES (Canonical): CC(C=CC1C2(CC(C(C1(CO2)C)O)O)C)O
• SMILES (Isomeric): CC(C=CC1C2(CC(C(C1(CO2)C)O)O)C)O
• InChI: InChI=1S/C13H22O4/c1-8(14)4-5-10-12(2)7-17-13(10,3)6-9(15)11(12)16/h4-5,8-11,14-16H,6-7H2,1-3H3
• InChI Key: OSIJBLWRVJSSLF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₂O₄
• Molecular Weight: 242.31 g/mol
• Exact Mass: 242.15180918 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.46
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9435	94.35%
Caco-2	+	0.6073	60.73%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5425	54.25%
OATP2B1 inhibitior	-	0.8523	85.23%
OATP1B1 inhibitior	+	0.9235	92.35%
OATP1B3 inhibitior	+	0.9597	95.97%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8857	88.57%
P-glycoprotein inhibitior	-	0.9425	94.25%
P-glycoprotein substrate	-	0.7334	73.34%
CYP3A4 substrate	+	0.5119	51.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7797	77.97%
CYP3A4 inhibition	-	0.8618	86.18%
CYP2C9 inhibition	-	0.8768	87.68%
CYP2C19 inhibition	-	0.8526	85.26%
CYP2D6 inhibition	-	0.9542	95.42%
CYP1A2 inhibition	-	0.7838	78.38%
CYP2C8 inhibition	-	0.9440	94.40%
CYP inhibitory promiscuity	-	0.9649	96.49%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5722	57.22%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9715	97.15%
Skin irritation	-	0.6511	65.11%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6679	66.79%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5248	52.48%
skin sensitisation	-	0.8310	83.10%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5830	58.30%
Acute Oral Toxicity (c)	III	0.4642	46.42%
Estrogen receptor binding	-	0.6922	69.22%
Androgen receptor binding	-	0.6080	60.80%
Thyroid receptor binding	+	0.6049	60.49%
Glucocorticoid receptor binding	-	0.5725	57.25%
Aromatase binding	-	0.7787	77.87%
PPAR gamma	-	0.7151	71.51%
Honey bee toxicity	-	0.7330	73.30%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9376	93.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.10%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.46%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.56%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.36%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.36%	94.45%
CHEMBL2581	P07339	Cathepsin D	82.66%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.41%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.97%	89.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.85%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.47%	97.09%

Plants that contains it

• Euphorbia resinifera

Cross-Links

• PubChem: 73806835
• LOTUS: LTS0253140
• wikiData: Q104665531