Spiroacaciicolide B

Details

• Internal ID: 3949c3b7-ddce-40f6-b522-18ed40a4d6d1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Ketones > Alpha-hydroxy ketones
• IUPAC Name: 1-[(4S,5S)-4-hydroxy-8-(hydroxymethyl)-1,1-dimethylspiro[4.5]dec-8-en-4-yl]ethanone
• SMILES (Canonical): CC(=O)C1(CCC(C12CCC(=CC2)CO)(C)C)O
• SMILES (Isomeric): CC(=O)[C@@]1(CCC([C@@]12CCC(=CC2)CO)(C)C)O
• InChI: InChI=1S/C15H24O3/c1-11(17)15(18)9-8-13(2,3)14(15)6-4-12(10-16)5-7-14/h4,16,18H,5-10H2,1-3H3/t14-,15-/m1/s1
• InChI Key: GBWWGMITFQSFTI-HUUCEWRRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.22
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 1-[(4S,5S)-4-hydroxy-8-(hydroxymethyl)-1,1-dimethylspiro[4.5]dec-8-en-4-yl]ethanone
• 1-((4S,5S)-4-hydroxy-8-(hydroxymethyl)-1,1-dimethylspiro(4.5)dec-8-en-4-yl)ethanone
• RefChem:184808
• CHEBI:214450

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	+	0.8522	85.22%
Blood Brain Barrier	+	0.6885	68.85%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7673	76.73%
OATP2B1 inhibitior	-	0.8460	84.60%
OATP1B1 inhibitior	+	0.9319	93.19%
OATP1B3 inhibitior	+	0.9604	96.04%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5796	57.96%
BSEP inhibitior	-	0.5629	56.29%
P-glycoprotein inhibitior	-	0.9529	95.29%
P-glycoprotein substrate	-	0.8127	81.27%
CYP3A4 substrate	+	0.5585	55.85%
CYP2C9 substrate	-	0.8149	81.49%
CYP2D6 substrate	-	0.8308	83.08%
CYP3A4 inhibition	-	0.8356	83.56%
CYP2C9 inhibition	-	0.7234	72.34%
CYP2C19 inhibition	-	0.9030	90.30%
CYP2D6 inhibition	-	0.9184	91.84%
CYP1A2 inhibition	-	0.8894	88.94%
CYP2C8 inhibition	-	0.8924	89.24%
CYP inhibitory promiscuity	-	0.9019	90.19%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6385	63.85%
Eye corrosion	-	0.9878	98.78%
Eye irritation	+	0.7333	73.33%
Skin irritation	-	0.5941	59.41%
Skin corrosion	-	0.9732	97.32%
Ames mutagenesis	-	0.5737	57.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6096	60.96%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.5598	55.98%
skin sensitisation	-	0.6209	62.09%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7655	76.55%
Acute Oral Toxicity (c)	III	0.7279	72.79%
Estrogen receptor binding	-	0.7035	70.35%
Androgen receptor binding	+	0.6169	61.69%
Thyroid receptor binding	-	0.6653	66.53%
Glucocorticoid receptor binding	-	0.6088	60.88%
Aromatase binding	-	0.6266	62.66%
PPAR gamma	-	0.6331	63.31%
Honey bee toxicity	-	0.9368	93.68%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9163	91.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.46%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.09%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.91%	91.11%
CHEMBL4208	P20618	Proteasome component C5	86.67%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.18%	95.56%
CHEMBL2581	P07339	Cathepsin D	84.76%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.24%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.23%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590772
• LOTUS: LTS0153358
• wikiData: Q105006127