(4S,6S,7S,11S)-7-hydroxy-6-methyl-3,9-dioxatricyclo[5.3.1.04,11]undec-1(10)-en-2-one

Details

• Internal ID: 911d6f27-20d3-4c7b-a015-c51fe7b1f7cb
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (4S,6S,7S,11S)-7-hydroxy-6-methyl-3,9-dioxatricyclo[5.3.1.04,11]undec-1(10)-en-2-one
• SMILES (Canonical): CC1CC2C3C1(COC=C3C(=O)O2)O
• SMILES (Isomeric): C[C@H]1C[C@H]2[C@H]3[C@@]1(COC=C3C(=O)O2)O
• InChI: InChI=1S/C10H12O4/c1-5-2-7-8-6(9(11)14-7)3-13-4-10(5,8)12/h3,5,7-8,12H,2,4H2,1H3/t5-,7-,8-,10-/m0/s1
• InChI Key: BFJMLYXAOCVEKP-BNJNZJEJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₄
• Molecular Weight: 196.20 g/mol
• Exact Mass: 196.07355886 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.21
• 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	+	0.9909	99.09%
Caco-2	-	0.5166	51.66%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8122	81.22%
OATP2B1 inhibitior	-	0.8518	85.18%
OATP1B1 inhibitior	+	0.9363	93.63%
OATP1B3 inhibitior	+	0.9684	96.84%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9533	95.33%
P-glycoprotein inhibitior	-	0.9555	95.55%
P-glycoprotein substrate	-	0.8563	85.63%
CYP3A4 substrate	-	0.5106	51.06%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.8506	85.06%
CYP3A4 inhibition	-	0.9507	95.07%
CYP2C9 inhibition	-	0.9198	91.98%
CYP2C19 inhibition	-	0.8986	89.86%
CYP2D6 inhibition	-	0.9266	92.66%
CYP1A2 inhibition	-	0.8073	80.73%
CYP2C8 inhibition	-	0.9325	93.25%
CYP inhibitory promiscuity	-	0.9674	96.74%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5426	54.26%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.5208	52.08%
Skin irritation	-	0.5700	57.00%
Skin corrosion	-	0.9260	92.60%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7693	76.93%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.6577	65.77%
skin sensitisation	-	0.8504	85.04%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5615	56.15%
Acute Oral Toxicity (c)	I	0.3824	38.24%
Estrogen receptor binding	+	0.5474	54.74%
Androgen receptor binding	-	0.5831	58.31%
Thyroid receptor binding	-	0.6051	60.51%
Glucocorticoid receptor binding	-	0.6271	62.71%
Aromatase binding	-	0.8221	82.21%
PPAR gamma	-	0.6657	66.57%
Honey bee toxicity	-	0.9010	90.10%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9481	94.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.85%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.03%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.11%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.07%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.00%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.53%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.46%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	80.43%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.11%	89.00%

Plants that contains it

• Gelsemium elegans
• Gelsemium sempervirens

Cross-Links

• PubChem: 101413879
• LOTUS: LTS0214441
• wikiData: Q104934252