Acremine F

Details

• Internal ID: c1a7ce22-7d28-44b7-ad66-745f0bdd7bd8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclitols and derivatives
• IUPAC Name: (2R,4S)-5-[(E)-3-hydroxy-3-methylbut-1-enyl]-2-methylcyclohex-5-ene-1,2,4-triol
• SMILES (Canonical): CC1(CC(C(=CC1O)C=CC(C)(C)O)O)O
• SMILES (Isomeric): C[C@]1(C[C@@H](C(=CC1O)/C=C/C(C)(C)O)O)O
• InChI: InChI=1S/C12H20O4/c1-11(2,15)5-4-8-6-10(14)12(3,16)7-9(8)13/h4-6,9-10,13-16H,7H2,1-3H3/b5-4+/t9-,10?,12+/m0/s1
• InChI Key: KLZSJMCXTDLPSF-PMNWLSNQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₄
• Molecular Weight: 228.28 g/mol
• Exact Mass: 228.13615911 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): 0.12
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• (2R,4S)-5-[(E)-3-hydroxy-3-methylbut-1-enyl]-2-methylcyclohex-5-ene-1,2,4-triol
• (2R,4S)-5-((E)-3-hydroxy-3-methylbut-1-enyl)-2-methylcyclohex-5-ene-1,2,4-triol
• RefChem:109334
• CHEBI:217049

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9396	93.96%
Caco-2	-	0.6695	66.95%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6627	66.27%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.9219	92.19%
OATP1B3 inhibitior	+	0.9627	96.27%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9635	96.35%
P-glycoprotein inhibitior	-	0.9456	94.56%
P-glycoprotein substrate	-	0.8737	87.37%
CYP3A4 substrate	+	0.5051	50.51%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.7821	78.21%
CYP3A4 inhibition	-	0.8490	84.90%
CYP2C9 inhibition	-	0.8431	84.31%
CYP2C19 inhibition	-	0.8396	83.96%
CYP2D6 inhibition	-	0.9432	94.32%
CYP1A2 inhibition	-	0.8982	89.82%
CYP2C8 inhibition	-	0.8926	89.26%
CYP inhibitory promiscuity	-	0.9190	91.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5757	57.57%
Eye corrosion	-	0.9747	97.47%
Eye irritation	-	0.8869	88.69%
Skin irritation	-	0.6470	64.70%
Skin corrosion	-	0.8681	86.81%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7271	72.71%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5199	51.99%
skin sensitisation	+	0.5821	58.21%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.5812	58.12%
Acute Oral Toxicity (c)	III	0.5836	58.36%
Estrogen receptor binding	-	0.6176	61.76%
Androgen receptor binding	-	0.8669	86.69%
Thyroid receptor binding	+	0.6400	64.00%
Glucocorticoid receptor binding	+	0.5660	56.60%
Aromatase binding	-	0.7780	77.80%
PPAR gamma	-	0.5220	52.20%
Honey bee toxicity	-	0.9184	91.84%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8120	81.20%

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	93.55%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.08%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.67%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	84.18%	90.17%
CHEMBL2581	P07339	Cathepsin D	83.22%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.13%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.44%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.76%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 12176070
• LOTUS: LTS0051549
• wikiData: Q77500138