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

Details

• Internal ID: c04a35d3-7642-476f-b4b1-f4070c1130e1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
• IUPAC Name: (1S,2S,3'R,4Z,5R)-4-hexa-2,4-diynylidenespiro[3,6-dioxabicyclo[3.1.0]hexane-2,2'-3H-furan]-3'-ol
• InChI: InChI=1S/C13H10O4/c1-2-3-4-5-6-9-11-12(16-11)13(17-9)10(14)7-8-15-13/h6-8,10-12,14H,1H3/b9-6-/t10-,11+,12+,13+/m1/s1
• InChI Key: KDIQIPYZEGXJKP-BZGBWYFTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₀O₄
• Molecular Weight: 230.22 g/mol
• Exact Mass: 230.05790880 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.30
• 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	+	0.9033	90.33%
Caco-2	-	0.6456	64.56%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6248	62.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8885	88.85%
OATP1B3 inhibitior	+	0.9570	95.70%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9401	94.01%
P-glycoprotein inhibitior	-	0.9483	94.83%
P-glycoprotein substrate	-	0.7976	79.76%
CYP3A4 substrate	+	0.5439	54.39%
CYP2C9 substrate	-	0.8094	80.94%
CYP2D6 substrate	-	0.8283	82.83%
CYP3A4 inhibition	-	0.8076	80.76%
CYP2C9 inhibition	-	0.9258	92.58%
CYP2C19 inhibition	-	0.8178	81.78%
CYP2D6 inhibition	-	0.9337	93.37%
CYP1A2 inhibition	-	0.7731	77.31%
CYP2C8 inhibition	-	0.7956	79.56%
CYP inhibitory promiscuity	-	0.8304	83.04%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8919	89.19%
Carcinogenicity (trinary)	Danger	0.4130	41.30%
Eye corrosion	-	0.9135	91.35%
Eye irritation	-	0.9563	95.63%
Skin irritation	+	0.4909	49.09%
Skin corrosion	-	0.8517	85.17%
Ames mutagenesis	+	0.5346	53.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6201	62.01%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.6053	60.53%
skin sensitisation	-	0.7185	71.85%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.7170	71.70%
Acute Oral Toxicity (c)	III	0.4528	45.28%
Estrogen receptor binding	-	0.5884	58.84%
Androgen receptor binding	+	0.5965	59.65%
Thyroid receptor binding	-	0.5069	50.69%
Glucocorticoid receptor binding	+	0.5400	54.00%
Aromatase binding	+	0.5391	53.91%
PPAR gamma	+	0.6593	65.93%
Honey bee toxicity	-	0.7334	73.34%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.5000	50.00%

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	91.52%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.76%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.71%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.75%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.65%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	81.53%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.91%	94.45%

Plants that contains it

• Leucanthemum vulgare

Cross-Links

• PubChem: 163191082
• LOTUS: LTS0177858
• wikiData: Q105139154