5-Ethenyl-2,8,9-trihydroxy-5,11-dimethyl-3-oxotetracyclo[8.5.0.01,14.02,7]pentadec-6-ene-11-carboxylic acid

Details

• Internal ID: 4f60a7a8-b5d6-4654-b6eb-928d3c9f06db
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 5-ethenyl-2,8,9-trihydroxy-5,11-dimethyl-3-oxotetracyclo[8.5.0.01,14.02,7]pentadec-6-ene-11-carboxylic acid
• SMILES (Canonical): CC1(CCC2CC23C1C(C(C4=CC(CC(=O)C34O)(C)C=C)O)O)C(=O)O
• SMILES (Isomeric): CC1(CCC2CC23C1C(C(C4=CC(CC(=O)C34O)(C)C=C)O)O)C(=O)O
• InChI: InChI=1S/C20H26O6/c1-4-17(2)8-11-13(22)14(23)15-18(3,16(24)25)6-5-10-7-19(10,15)20(11,26)12(21)9-17/h4,8,10,13-15,22-23,26H,1,5-7,9H2,2-3H3,(H,24,25)
• InChI Key: VMXWBYJIKIBRRH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.05
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9413	94.13%
Caco-2	-	0.6488	64.88%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8094	80.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9225	92.25%
OATP1B3 inhibitior	+	0.8016	80.16%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.7694	76.94%
P-glycoprotein inhibitior	-	0.8720	87.20%
P-glycoprotein substrate	-	0.7482	74.82%
CYP3A4 substrate	+	0.6175	61.75%
CYP2C9 substrate	-	0.8238	82.38%
CYP2D6 substrate	-	0.8621	86.21%
CYP3A4 inhibition	-	0.8103	81.03%
CYP2C9 inhibition	-	0.7859	78.59%
CYP2C19 inhibition	-	0.8716	87.16%
CYP2D6 inhibition	-	0.9268	92.68%
CYP1A2 inhibition	-	0.7111	71.11%
CYP2C8 inhibition	-	0.6269	62.69%
CYP inhibitory promiscuity	-	0.9680	96.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6573	65.73%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9669	96.69%
Skin irritation	-	0.5197	51.97%
Skin corrosion	-	0.9198	91.98%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7591	75.91%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5592	55.92%
skin sensitisation	-	0.7584	75.84%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6565	65.65%
Acute Oral Toxicity (c)	III	0.4482	44.82%
Estrogen receptor binding	+	0.6460	64.60%
Androgen receptor binding	+	0.6373	63.73%
Thyroid receptor binding	+	0.6579	65.79%
Glucocorticoid receptor binding	+	0.7821	78.21%
Aromatase binding	+	0.5807	58.07%
PPAR gamma	-	0.7405	74.05%
Honey bee toxicity	-	0.9176	91.76%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.76%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	91.33%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.66%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.05%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.02%	93.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.68%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.29%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.90%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.01%	93.03%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	81.02%	98.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162859728
• LOTUS: LTS0029839
• wikiData: Q104199604