Trichocladinol H

Details

• Internal ID: 9a965f74-59bc-485c-bf29-4fcd9a8cc98e
• Taxonomy: Organic acids and derivatives > Keto acids and derivatives > Gamma-keto acids and derivatives
• IUPAC Name: methyl (1R,2S,3S,5S,8S)-7-acetyl-2,3-dihydroxy-8-methyl-6-oxabicyclo[3.2.1]octane-1-carboxylate
• InChI: InChI=1S/C12H18O6/c1-5-8-4-7(14)9(15)12(5,11(16)17-3)10(18-8)6(2)13/h5,7-10,14-15H,4H2,1-3H3/t5-,7+,8+,9-,10?,12-/m1/s1
• InChI Key: XOZSSHRNIMMPOJ-ADRUEPBXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₆
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.11033829 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.74
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• methyl (1R,2S,3S,5S,8S)-7-acetyl-2,3-dihydroxy-8-methyl-6-oxabicyclo[3.2.1]octane-1-carboxylate
• methyl (1R,2S,3S,5S,8S)-7-acetyl-2,3-dihydroxy-8-methyl-6-oxabicyclo(3.2.1)octane-1-carboxylate
• Methyl (1R,2S,3S,5S,8S)-7-acetyl-2,3-dihydroxy-8-methyl-6-oxabicyclo(3.2.1)octane-1-carboxylic acid
• Methyl (1R,2S,3S,5S,8S)-7-acetyl-2,3-dihydroxy-8-methyl-6-oxabicyclo[3.2.1]octane-1-carboxylic acid
• RefChem:191105
• CHEBI:209481

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8918	89.18%
Caco-2	-	0.8151	81.51%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6064	60.64%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.9162	91.62%
OATP1B3 inhibitior	+	0.9129	91.29%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9445	94.45%
P-glycoprotein inhibitior	-	0.8372	83.72%
P-glycoprotein substrate	-	0.7898	78.98%
CYP3A4 substrate	+	0.5888	58.88%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.8599	85.99%
CYP3A4 inhibition	-	0.8972	89.72%
CYP2C9 inhibition	-	0.9691	96.91%
CYP2C19 inhibition	-	0.9385	93.85%
CYP2D6 inhibition	-	0.9606	96.06%
CYP1A2 inhibition	-	0.9383	93.83%
CYP2C8 inhibition	-	0.9219	92.19%
CYP inhibitory promiscuity	-	0.9926	99.26%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6074	60.74%
Eye corrosion	-	0.9728	97.28%
Eye irritation	-	0.8636	86.36%
Skin irritation	-	0.7118	71.18%
Skin corrosion	-	0.8776	87.76%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.5541	55.41%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8574	85.74%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5787	57.87%
Acute Oral Toxicity (c)	III	0.4487	44.87%
Estrogen receptor binding	+	0.6326	63.26%
Androgen receptor binding	-	0.5720	57.20%
Thyroid receptor binding	-	0.5484	54.84%
Glucocorticoid receptor binding	-	0.7434	74.34%
Aromatase binding	-	0.8385	83.85%
PPAR gamma	-	0.8052	80.52%
Honey bee toxicity	-	0.7977	79.77%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.4066	40.66%

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	97.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.36%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.54%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	91.65%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.38%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	87.61%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.33%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.34%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.86%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.87%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588212
• LOTUS: LTS0151700
• wikiData: Q105338053