Apotrisporol

Details

• Internal ID: d86143e7-3478-4f86-b5fd-4bcc1bfe2d81
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4S)-4-(hydroxymethyl)-3-[(1E,3E)-5-hydroxy-3-methylpenta-1,3-dienyl]-2,4-dimethylcyclohex-2-en-1-one
• SMILES (Canonical): CC1=C(C(CCC1=O)(C)CO)C=CC(=CCO)C
• SMILES (Isomeric): CC1=C([C@@](CCC1=O)(C)CO)/C=C/C(=C/CO)/C
• InChI: InChI=1S/C15H22O3/c1-11(7-9-16)4-5-13-12(2)14(18)6-8-15(13,3)10-17/h4-5,7,16-17H,6,8-10H2,1-3H3/b5-4+,11-7+/t15-/m1/s1
• InChI Key: CYQGJFWDGFHSAS-HKJQCSODSA-N
• Popularity: 0 references 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: 1.50
• Atomic LogP (AlogP): 2.16
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• (4S)-4-(hydroxymethyl)-3-[(1E,3E)-5-hydroxy-3-methylpenta-1,3-dienyl]-2,4-dimethylcyclohex-2-en-1-one
• (4S)-4-(hydroxymethyl)-3-((1E,3E)-5-hydroxy-3-methylpenta-1,3-dienyl)-2,4-dimethylcyclohex-2-en-1-one
• RefChem:113497
• Apotrisporol C
• CHEBI:205022
• CHEBI:215349
• 4-(hydroxymethyl)-3-[(1E,3E)-5-hydroxy-3-methylpenta-1,3-dienyl]-2,4-dimethylcyclohex-2-en-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9837	98.37%
Caco-2	+	0.9333	93.33%
Blood Brain Barrier	+	0.5635	56.35%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8571	85.71%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.8583	85.83%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5264	52.64%
BSEP inhibitior	+	0.6412	64.12%
P-glycoprotein inhibitior	-	0.9565	95.65%
P-glycoprotein substrate	-	0.8850	88.50%
CYP3A4 substrate	+	0.5611	56.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8837	88.37%
CYP3A4 inhibition	-	0.6139	61.39%
CYP2C9 inhibition	-	0.7831	78.31%
CYP2C19 inhibition	-	0.8401	84.01%
CYP2D6 inhibition	-	0.8345	83.45%
CYP1A2 inhibition	-	0.7705	77.05%
CYP2C8 inhibition	-	0.9318	93.18%
CYP inhibitory promiscuity	-	0.8376	83.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9150	91.50%
Carcinogenicity (trinary)	Non-required	0.5553	55.53%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.7779	77.79%
Skin irritation	-	0.7129	71.29%
Skin corrosion	-	0.9748	97.48%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4854	48.54%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5551	55.51%
skin sensitisation	-	0.6355	63.55%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.5250	52.50%
Acute Oral Toxicity (c)	III	0.7255	72.55%
Estrogen receptor binding	-	0.8416	84.16%
Androgen receptor binding	-	0.5997	59.97%
Thyroid receptor binding	-	0.6808	68.08%
Glucocorticoid receptor binding	-	0.7032	70.32%
Aromatase binding	-	0.5555	55.55%
PPAR gamma	+	0.6965	69.65%
Honey bee toxicity	-	0.9274	92.74%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9070	90.70%

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	93.33%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	92.35%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.07%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.30%	86.33%
CHEMBL2581	P07339	Cathepsin D	83.33%	98.95%
CHEMBL1870	P28702	Retinoid X receptor beta	81.74%	95.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.71%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.41%	94.45%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.02%	91.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101536859
• LOTUS: LTS0001682
• wikiData: Q77421589