(1S,4R,6R,7R,8E,10S)-6,7-dihydroxy-4-methyl-3,11-dioxabicyclo[8.1.0]undec-8-en-2-one

Details

• Internal ID: 7cc7ae3b-861e-45e9-9865-3f061cb41707
• Taxonomy: Organoheterocyclic compounds > Lactones
• IUPAC Name: (1S,4R,6R,7R,8E,10S)-6,7-dihydroxy-4-methyl-3,11-dioxabicyclo[8.1.0]undec-8-en-2-one
• SMILES (Canonical): CC1CC(C(C=CC2C(O2)C(=O)O1)O)O
• SMILES (Isomeric): C[C@@H]1C[C@H]([C@@H](/C=C/[C@H]2[C@H](O2)C(=O)O1)O)O
• InChI: InChI=1S/C10H14O5/c1-5-4-7(12)6(11)2-3-8-9(15-8)10(13)14-5/h2-3,5-9,11-12H,4H2,1H3/b3-2+/t5-,6-,7-,8+,9+/m1/s1
• InChI Key: GSXXKILAEILYRX-CCYQRUOZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₅
• Molecular Weight: 214.21 g/mol
• Exact Mass: 214.08412354 g/mol
• Topological Polar Surface Area (TPSA): 79.30 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.63
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9445	94.45%
Caco-2	-	0.8405	84.05%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5134	51.34%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8773	87.73%
OATP1B3 inhibitior	+	0.9535	95.35%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9798	97.98%
P-glycoprotein inhibitior	-	0.9552	95.52%
P-glycoprotein substrate	-	0.9064	90.64%
CYP3A4 substrate	-	0.5606	56.06%
CYP2C9 substrate	-	0.8151	81.51%
CYP2D6 substrate	-	0.8387	83.87%
CYP3A4 inhibition	-	0.9120	91.20%
CYP2C9 inhibition	-	0.9518	95.18%
CYP2C19 inhibition	-	0.9107	91.07%
CYP2D6 inhibition	-	0.9451	94.51%
CYP1A2 inhibition	-	0.8784	87.84%
CYP2C8 inhibition	-	0.9885	98.85%
CYP inhibitory promiscuity	-	0.9920	99.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5235	52.35%
Eye corrosion	-	0.9530	95.30%
Eye irritation	-	0.9718	97.18%
Skin irritation	-	0.5900	59.00%
Skin corrosion	-	0.8412	84.12%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7887	78.87%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5745	57.45%
skin sensitisation	-	0.7732	77.32%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6598	65.98%
Acute Oral Toxicity (c)	III	0.3940	39.40%
Estrogen receptor binding	-	0.7794	77.94%
Androgen receptor binding	-	0.7241	72.41%
Thyroid receptor binding	-	0.7081	70.81%
Glucocorticoid receptor binding	-	0.5195	51.95%
Aromatase binding	-	0.8600	86.00%
PPAR gamma	-	0.8400	84.00%
Honey bee toxicity	-	0.8832	88.32%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.4330	43.30%

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	94.84%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.52%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.39%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.74%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.97%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.98%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.57%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	84.88%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.26%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.36%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.63%	85.14%

Plants that contains it

• Azadirachta indica

Cross-Links

• PubChem: 162895538
• LOTUS: LTS0029456
• wikiData: Q105018206