(1R,6R)-1-[(S)-3-Hydroxybutyl]-2,2-dimethyl-7-oxaspiro[5.2]octane-4-one

Details

• Internal ID: cec554af-f547-40a2-82db-1111026b9c1b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: (3R,4R)-4-[(3S)-3-hydroxybutyl]-5,5-dimethyl-1-oxaspiro[2.5]octan-7-one
• SMILES (Canonical): CC(CCC1C(CC(=O)CC12CO2)(C)C)O
• SMILES (Isomeric): C[C@@H](CC[C@H]1[C@]2(CC(=O)CC1(C)C)CO2)O
• InChI: InChI=1S/C13H22O3/c1-9(14)4-5-11-12(2,3)6-10(15)7-13(11)8-16-13/h9,11,14H,4-8H2,1-3H3/t9-,11+,13-/m0/s1
• InChI Key: HYNHXOXLUXVTRM-NDMJEZRESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₂O₃
• Molecular Weight: 226.31 g/mol
• Exact Mass: 226.15689456 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.92
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.6612	66.12%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7694	76.94%
OATP2B1 inhibitior	-	0.8520	85.20%
OATP1B1 inhibitior	+	0.9190	91.90%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6358	63.58%
BSEP inhibitior	-	0.8381	83.81%
P-glycoprotein inhibitior	-	0.9445	94.45%
P-glycoprotein substrate	-	0.8272	82.72%
CYP3A4 substrate	+	0.5197	51.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7868	78.68%
CYP3A4 inhibition	-	0.8002	80.02%
CYP2C9 inhibition	-	0.6758	67.58%
CYP2C19 inhibition	-	0.8501	85.01%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.8022	80.22%
CYP2C8 inhibition	-	0.9724	97.24%
CYP inhibitory promiscuity	-	0.9865	98.65%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6591	65.91%
Eye corrosion	-	0.9664	96.64%
Eye irritation	+	0.6029	60.29%
Skin irritation	-	0.7173	71.73%
Skin corrosion	-	0.9559	95.59%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7154	71.54%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5058	50.58%
skin sensitisation	-	0.5883	58.83%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.7563	75.63%
Acute Oral Toxicity (c)	III	0.5787	57.87%
Estrogen receptor binding	-	0.8092	80.92%
Androgen receptor binding	-	0.7670	76.70%
Thyroid receptor binding	-	0.5694	56.94%
Glucocorticoid receptor binding	-	0.6725	67.25%
Aromatase binding	-	0.8037	80.37%
PPAR gamma	-	0.8431	84.31%
Honey bee toxicity	-	0.9062	90.62%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.8296	82.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.08%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.67%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.11%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.21%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.17%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.97%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.12%	89.34%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.10%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.78%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.05%	96.77%
CHEMBL3401	O75469	Pregnane X receptor	81.78%	94.73%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.20%	98.75%

Plants that contains it

• Bobgunnia madagascariensis
• Calodendrum capense
• Croton caudatus
• Elaeocarpus fuscoides
• Helianthus annuus
• Jacobaea adonidifolia
• Macaranga tanarius
• Meconopsis horridula
• Oxera splendida
• Stevia eupatoria
• Vitex pinnata

Cross-Links

• PubChem: 5319213
• NPASS: NPC70946
• LOTUS: LTS0028654
• wikiData: Q105035390