2,8-Dihydroxy-3a,5a-dimethyl-1,10-dioxo-3-propan-2-yl-2,3,4,5,6,7,8,10a-octahydrobenzo[f]azulene-9-carboxylic acid

Details

• Internal ID: 9e423d05-643d-49e3-8dc6-05d4d9c79e32
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: 2,8-dihydroxy-3a,5a-dimethyl-1,10-dioxo-3-propan-2-yl-2,3,4,5,6,7,8,10a-octahydrobenzo[f]azulene-9-carboxylic acid
• InChI: InChI=1S/C20H28O6/c1-9(2)12-16(23)17(24)14-15(22)13-11(18(25)26)10(21)5-6-19(13,3)7-8-20(12,14)4/h9-10,12,14,16,21,23H,5-8H2,1-4H3,(H,25,26)
• InChI Key: IYTKKCNBDYMWIQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.18858861 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9793	97.93%
Caco-2	+	0.6178	61.78%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7786	77.86%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8779	87.79%
OATP1B3 inhibitior	-	0.2228	22.28%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5571	55.71%
BSEP inhibitior	-	0.7163	71.63%
P-glycoprotein inhibitior	-	0.7286	72.86%
P-glycoprotein substrate	-	0.8382	83.82%
CYP3A4 substrate	+	0.5668	56.68%
CYP2C9 substrate	-	0.7791	77.91%
CYP2D6 substrate	-	0.8988	89.88%
CYP3A4 inhibition	-	0.8750	87.50%
CYP2C9 inhibition	-	0.5906	59.06%
CYP2C19 inhibition	-	0.7895	78.95%
CYP2D6 inhibition	-	0.9511	95.11%
CYP1A2 inhibition	-	0.7894	78.94%
CYP2C8 inhibition	-	0.8980	89.80%
CYP inhibitory promiscuity	-	0.9605	96.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6514	65.14%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8397	83.97%
Skin irritation	+	0.6464	64.64%
Skin corrosion	-	0.9304	93.04%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6210	62.10%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6208	62.08%
skin sensitisation	-	0.7496	74.96%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.4733	47.33%
Acute Oral Toxicity (c)	I	0.5190	51.90%
Estrogen receptor binding	+	0.6471	64.71%
Androgen receptor binding	+	0.6791	67.91%
Thyroid receptor binding	+	0.5882	58.82%
Glucocorticoid receptor binding	+	0.6626	66.26%
Aromatase binding	-	0.4909	49.09%
PPAR gamma	+	0.5341	53.41%
Honey bee toxicity	-	0.8486	84.86%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9921	99.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.69%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.94%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.85%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.47%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.04%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	86.58%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.62%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	84.73%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.37%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.19%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.68%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.33%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.19%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.93%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163065524
• LOTUS: LTS0022914
• wikiData: Q104169264