(1S,4R,6S,12S,15R)-4-hydroxy-5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.01,6.012,15]pentadec-8-ene-2,14-dione

Details

• Internal ID: f940b6ae-2bc9-4af3-8beb-3816662edd90
• Taxonomy: Organoheterocyclic compounds > Furofurans
• IUPAC Name: (1S,4R,6S,12S,15R)-4-hydroxy-5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.01,6.012,15]pentadec-8-ene-2,14-dione
• SMILES (Canonical): CC1(C2CC=C3COC4C3C2(C(=O)CC1O)C(=O)O4)C
• SMILES (Isomeric): CC1([C@@H]2CC=C3CO[C@@H]4[C@H]3[C@@]2(C(=O)C[C@H]1O)C(=O)O4)C
• InChI: InChI=1S/C15H18O5/c1-14(2)8-4-3-7-6-19-12-11(7)15(8,13(18)20-12)10(17)5-9(14)16/h3,8-9,11-12,16H,4-6H2,1-2H3/t8-,9+,11-,12-,15+/m0/s1
• InChI Key: GXDBSAJFXBTPQJ-IUMFYYPCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.81
• H-Bond Acceptor: 5
• 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	+	0.9932	99.32%
Caco-2	+	0.6453	64.53%
Blood Brain Barrier	+	0.6339	63.39%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8705	87.05%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9249	92.49%
OATP1B3 inhibitior	+	0.9678	96.78%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9262	92.62%
P-glycoprotein inhibitior	-	0.8364	83.64%
P-glycoprotein substrate	-	0.7930	79.30%
CYP3A4 substrate	+	0.5986	59.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8370	83.70%
CYP3A4 inhibition	-	0.9013	90.13%
CYP2C9 inhibition	-	0.8698	86.98%
CYP2C19 inhibition	-	0.9134	91.34%
CYP2D6 inhibition	-	0.9120	91.20%
CYP1A2 inhibition	-	0.8898	88.98%
CYP2C8 inhibition	-	0.8725	87.25%
CYP inhibitory promiscuity	-	0.9067	90.67%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4384	43.84%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.8795	87.95%
Skin irritation	-	0.5617	56.17%
Skin corrosion	-	0.9127	91.27%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6218	62.18%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.7628	76.28%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6826	68.26%
Acute Oral Toxicity (c)	I	0.4927	49.27%
Estrogen receptor binding	+	0.5461	54.61%
Androgen receptor binding	+	0.6036	60.36%
Thyroid receptor binding	+	0.5798	57.98%
Glucocorticoid receptor binding	-	0.5270	52.70%
Aromatase binding	-	0.7824	78.24%
PPAR gamma	+	0.5686	56.86%
Honey bee toxicity	-	0.8154	81.54%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5451	54.51%
Fish aquatic toxicity	+	0.9893	98.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	96.30%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.88%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.97%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.06%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.63%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.52%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.32%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.46%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.83%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.02%	94.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.03%	85.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162927263
• LOTUS: LTS0242303
• wikiData: Q105023008