(3Z,5R,6R)-2,2,6,9-tetramethyl-5,6-dihydro-1-benzoxocine-5,8-diol

Details

• Internal ID: 09662d1f-1fdc-40bf-a5fe-c92bb01ae5e2
• Taxonomy: Organoheterocyclic compounds > Oxocins
• IUPAC Name: (3Z,5R,6R)-2,2,6,9-tetramethyl-5,6-dihydro-1-benzoxocine-5,8-diol
• SMILES (Canonical): CC1C(C=CC(OC2=C1C=C(C(=C2)C)O)(C)C)O
• SMILES (Isomeric): C[C@H]1[C@@H](/C=C\C(OC2=C1C=C(C(=C2)C)O)(C)C)O
• InChI: InChI=1S/C15H20O3/c1-9-7-14-11(8-13(9)17)10(2)12(16)5-6-15(3,4)18-14/h5-8,10,12,16-17H,1-4H3/b6-5-/t10-,12-/m1/s1
• InChI Key: BMFLYLUFZRFANY-FNSKHJIESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 3
• 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	+	0.9953	99.53%
Caco-2	+	0.6649	66.49%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7233	72.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9107	91.07%
OATP1B3 inhibitior	+	0.9749	97.49%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7717	77.17%
P-glycoprotein inhibitior	-	0.9553	95.53%
P-glycoprotein substrate	-	0.7668	76.68%
CYP3A4 substrate	+	0.5286	52.86%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	+	0.3614	36.14%
CYP3A4 inhibition	-	0.8063	80.63%
CYP2C9 inhibition	-	0.5988	59.88%
CYP2C19 inhibition	-	0.6597	65.97%
CYP2D6 inhibition	-	0.8610	86.10%
CYP1A2 inhibition	+	0.8059	80.59%
CYP2C8 inhibition	-	0.6698	66.98%
CYP inhibitory promiscuity	+	0.6600	66.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9032	90.32%
Carcinogenicity (trinary)	Non-required	0.5588	55.88%
Eye corrosion	-	0.8849	88.49%
Eye irritation	-	0.7464	74.64%
Skin irritation	+	0.5820	58.20%
Skin corrosion	-	0.6823	68.23%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4615	46.15%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.5755	57.55%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.5708	57.08%
Acute Oral Toxicity (c)	III	0.8030	80.30%
Estrogen receptor binding	-	0.5552	55.52%
Androgen receptor binding	-	0.7919	79.19%
Thyroid receptor binding	+	0.7529	75.29%
Glucocorticoid receptor binding	+	0.5397	53.97%
Aromatase binding	-	0.5060	50.60%
PPAR gamma	+	0.6554	65.54%
Honey bee toxicity	-	0.8985	89.85%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9476	94.76%

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	98.84%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.46%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.87%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.48%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.66%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	81.40%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.89%	85.14%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.84%	90.24%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.44%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.14%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.05%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.02%	99.15%

Plants that contains it

• Helianthus annuus

Cross-Links

• PubChem: 101933306
• LOTUS: LTS0208089
• wikiData: Q104938371