(1R,2S,3'S,4E,5S)-4-hexa-2,4-diynylidenespiro[3,6-dioxabicyclo[3.1.0]hexane-2,6'-oxane]-3'-ol

Details

• Internal ID: fbb14ebe-fcdd-4575-a03f-212e00b48638
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
• IUPAC Name: (1R,2S,3'S,4E,5S)-4-hexa-2,4-diynylidenespiro[3,6-dioxabicyclo[3.1.0]hexane-2,6'-oxane]-3'-ol
• SMILES (Canonical): CC#CC#CC=C1C2C(O2)C3(O1)CCC(CO3)O
• SMILES (Isomeric): CC#CC#C/C=C/1\[C@@H]2[C@@H](O2)[C@@]3(O1)CC[C@@H](CO3)O
• InChI: InChI=1S/C14H14O4/c1-2-3-4-5-6-11-12-13(17-12)14(18-11)8-7-10(15)9-16-14/h6,10,12-13,15H,7-9H2,1H3/b11-6+/t10-,12+,13+,14-/m0/s1
• InChI Key: MWGUGTQWSKWBQS-NUDTZVBWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₄
• Molecular Weight: 246.26 g/mol
• Exact Mass: 246.08920892 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.56
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9395	93.95%
Caco-2	-	0.5843	58.43%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7797	77.97%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8903	89.03%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9644	96.44%
P-glycoprotein inhibitior	-	0.9523	95.23%
P-glycoprotein substrate	-	0.7250	72.50%
CYP3A4 substrate	+	0.5994	59.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8116	81.16%
CYP3A4 inhibition	-	0.9086	90.86%
CYP2C9 inhibition	-	0.9183	91.83%
CYP2C19 inhibition	-	0.8800	88.00%
CYP2D6 inhibition	-	0.9068	90.68%
CYP1A2 inhibition	-	0.8162	81.62%
CYP2C8 inhibition	-	0.8031	80.31%
CYP inhibitory promiscuity	-	0.9284	92.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5414	54.14%
Eye corrosion	-	0.9662	96.62%
Eye irritation	-	0.9499	94.99%
Skin irritation	-	0.7469	74.69%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5854	58.54%
skin sensitisation	-	0.8288	82.88%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.6697	66.97%
Acute Oral Toxicity (c)	III	0.5302	53.02%
Estrogen receptor binding	-	0.6256	62.56%
Androgen receptor binding	+	0.5467	54.67%
Thyroid receptor binding	-	0.5529	55.29%
Glucocorticoid receptor binding	+	0.5452	54.52%
Aromatase binding	-	0.5515	55.15%
PPAR gamma	-	0.5924	59.24%
Honey bee toxicity	-	0.8046	80.46%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.6567	65.67%

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	94.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.53%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.78%	95.93%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.43%	95.58%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.78%	97.14%
CHEMBL2581	P07339	Cathepsin D	85.52%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.73%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.69%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.30%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.79%	100.00%
CHEMBL5028	O14672	ADAM10	81.56%	97.50%

Plants that contains it

• Chrysanthemum maximowiczii

Cross-Links

• PubChem: 163185525
• LOTUS: LTS0251971
• wikiData: Q105173574