Acaciicolinol L

Details

• Internal ID: 5ba271aa-7e04-452a-a070-8dd6eeefecaf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Chamigranes
• IUPAC Name: (6S)-2-hydroxy-9-(hydroxymethyl)-1,5,5-trimethylspiro[5.5]undeca-1,9-dien-3-one
• SMILES (Canonical): CC1=C(C(=O)CC(C12CCC(=CC2)CO)(C)C)O
• SMILES (Isomeric): CC1=C(C(=O)CC([C@@]12CCC(=CC2)CO)(C)C)O
• InChI: InChI=1S/C15H22O3/c1-10-13(18)12(17)8-14(2,3)15(10)6-4-11(9-16)5-7-15/h4,16,18H,5-9H2,1-3H3/t15-/m0/s1
• InChI Key: WYRZSGDQHHYAMD-HNNXBMFYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• (6S)-2-hydroxy-9-(hydroxymethyl)-1,5,5-trimethylspiro[5.5]undeca-1,9-dien-3-one
• (6S)-2-hydroxy-9-(hydroxymethyl)-1,5,5-trimethylspiro(5.5)undeca-1,9-dien-3-one
• RefChem:108668
• CHEBI:214444

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	+	0.8201	82.01%
Blood Brain Barrier	+	0.6385	63.85%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8825	88.25%
OATP2B1 inhibitior	-	0.8510	85.10%
OATP1B1 inhibitior	+	0.8887	88.87%
OATP1B3 inhibitior	+	0.9202	92.02%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.6366	63.66%
BSEP inhibitior	-	0.5184	51.84%
P-glycoprotein inhibitior	-	0.9446	94.46%
P-glycoprotein substrate	-	0.8542	85.42%
CYP3A4 substrate	+	0.5517	55.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8723	87.23%
CYP3A4 inhibition	-	0.7659	76.59%
CYP2C9 inhibition	-	0.7551	75.51%
CYP2C19 inhibition	-	0.8713	87.13%
CYP2D6 inhibition	-	0.9134	91.34%
CYP1A2 inhibition	-	0.8672	86.72%
CYP2C8 inhibition	-	0.9313	93.13%
CYP inhibitory promiscuity	-	0.8324	83.24%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9823	98.23%
Carcinogenicity (trinary)	Non-required	0.6517	65.17%
Eye corrosion	-	0.9915	99.15%
Eye irritation	+	0.6872	68.72%
Skin irritation	-	0.6625	66.25%
Skin corrosion	-	0.9775	97.75%
Ames mutagenesis	-	0.5537	55.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6431	64.31%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5291	52.91%
skin sensitisation	-	0.6615	66.15%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7029	70.29%
Acute Oral Toxicity (c)	III	0.7010	70.10%
Estrogen receptor binding	-	0.8476	84.76%
Androgen receptor binding	-	0.5228	52.28%
Thyroid receptor binding	-	0.8210	82.10%
Glucocorticoid receptor binding	-	0.6388	63.88%
Aromatase binding	-	0.5152	51.52%
PPAR gamma	-	0.6874	68.74%
Honey bee toxicity	-	0.9123	91.23%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9813	98.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.94%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.45%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.74%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.56%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.40%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.89%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	86.79%	94.75%
CHEMBL4208	P20618	Proteasome component C5	84.89%	90.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.68%	91.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.94%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	80.65%	97.79%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590771
• LOTUS: LTS0186385
• wikiData: Q105322508