(1S,6R,8R,9S)-9-hydroxy-8-phenyl-2,7-dioxabicyclo[4.3.1]decan-3-one

Details

• Internal ID: 33c7756c-f22a-4d53-b567-283799ce1b4e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
• IUPAC Name: (1S,6R,8R,9S)-9-hydroxy-8-phenyl-2,7-dioxabicyclo[4.3.1]decan-3-one
• SMILES (Canonical): C1CC(=O)OC2CC1OC(C2O)C3=CC=CC=C3
• SMILES (Isomeric): C1CC(=O)O[C@H]2C[C@@H]1O[C@@H]([C@H]2O)C3=CC=CC=C3
• InChI: InChI=1S/C14H16O4/c15-12-7-6-10-8-11(18-12)13(16)14(17-10)9-4-2-1-3-5-9/h1-5,10-11,13-14,16H,6-8H2/t10-,11+,13+,14-/m1/s1
• InChI Key: WGKQZSRLUUFXQK-UVLXDEKHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₄
• Molecular Weight: 248.27 g/mol
• Exact Mass: 248.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.58
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9574	95.74%
Caco-2	+	0.6741	67.41%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7000	70.00%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.9107	91.07%
OATP1B3 inhibitior	+	0.9187	91.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7537	75.37%
BSEP inhibitior	-	0.8748	87.48%
P-glycoprotein inhibitior	-	0.8856	88.56%
P-glycoprotein substrate	-	0.9598	95.98%
CYP3A4 substrate	-	0.5692	56.92%
CYP2C9 substrate	-	0.6007	60.07%
CYP2D6 substrate	-	0.8043	80.43%
CYP3A4 inhibition	-	0.8286	82.86%
CYP2C9 inhibition	-	0.8449	84.49%
CYP2C19 inhibition	-	0.7643	76.43%
CYP2D6 inhibition	-	0.9440	94.40%
CYP1A2 inhibition	-	0.6945	69.45%
CYP2C8 inhibition	-	0.7779	77.79%
CYP inhibitory promiscuity	-	0.9680	96.80%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6509	65.09%
Eye corrosion	-	0.9757	97.57%
Eye irritation	-	0.7226	72.26%
Skin irritation	-	0.6883	68.83%
Skin corrosion	-	0.9476	94.76%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6322	63.22%
Micronuclear	-	0.7541	75.41%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8838	88.38%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5661	56.61%
Acute Oral Toxicity (c)	III	0.4513	45.13%
Estrogen receptor binding	+	0.5308	53.08%
Androgen receptor binding	-	0.7606	76.06%
Thyroid receptor binding	-	0.7912	79.12%
Glucocorticoid receptor binding	-	0.7989	79.89%
Aromatase binding	-	0.7743	77.43%
PPAR gamma	-	0.6107	61.07%
Honey bee toxicity	-	0.9077	90.77%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8329	83.29%

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	96.15%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.82%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.57%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.98%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	87.40%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.34%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.61%	89.00%
CHEMBL2581	P07339	Cathepsin D	81.94%	98.95%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.50%	94.23%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	80.77%	95.48%

Plants that contains it

• Goniothalamus tamirensis

Cross-Links

• PubChem: 163191443
• LOTUS: LTS0242600
• wikiData: Q105304594