3,4a,7,10a-tetramethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromene-3,7-dicarboxylic acid

Details

• Internal ID: f4b56ae8-7cf4-425e-9f42-05d69a6a3c46
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
• IUPAC Name: 3,4a,7,10a-tetramethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromene-3,7-dicarboxylic acid
• SMILES (Canonical): CC12CCCC(C1CCC3(C2CCC(O3)(C)C(=O)O)C)(C)C(=O)O
• SMILES (Isomeric): CC12CCCC(C1CCC3(C2CCC(O3)(C)C(=O)O)C)(C)C(=O)O
• InChI: InChI=1S/C19H30O5/c1-16-8-5-9-17(2,14(20)21)12(16)6-10-18(3)13(16)7-11-19(4,24-18)15(22)23/h12-13H,5-11H2,1-4H3,(H,20,21)(H,22,23)
• InChI Key: AFCHCPCDNUGZTB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₅
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.20932405 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.71
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8946	89.46%
Caco-2	+	0.7507	75.07%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7615	76.15%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8794	87.94%
OATP1B3 inhibitior	+	0.9070	90.70%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	-	0.6933	69.33%
P-glycoprotein inhibitior	-	0.6838	68.38%
P-glycoprotein substrate	-	0.9235	92.35%
CYP3A4 substrate	+	0.5669	56.69%
CYP2C9 substrate	-	0.5886	58.86%
CYP2D6 substrate	-	0.8620	86.20%
CYP3A4 inhibition	-	0.8694	86.94%
CYP2C9 inhibition	-	0.9033	90.33%
CYP2C19 inhibition	-	0.9159	91.59%
CYP2D6 inhibition	-	0.9654	96.54%
CYP1A2 inhibition	-	0.6583	65.83%
CYP2C8 inhibition	-	0.8671	86.71%
CYP inhibitory promiscuity	-	0.9795	97.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7288	72.88%
Eye corrosion	-	0.9780	97.80%
Eye irritation	-	0.8571	85.71%
Skin irritation	-	0.6957	69.57%
Skin corrosion	-	0.9366	93.66%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6841	68.41%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6959	69.59%
skin sensitisation	-	0.7852	78.52%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5139	51.39%
Acute Oral Toxicity (c)	III	0.6947	69.47%
Estrogen receptor binding	+	0.8115	81.15%
Androgen receptor binding	+	0.5392	53.92%
Thyroid receptor binding	+	0.6875	68.75%
Glucocorticoid receptor binding	+	0.8325	83.25%
Aromatase binding	+	0.7890	78.90%
PPAR gamma	+	0.5567	55.67%
Honey bee toxicity	-	0.9343	93.43%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9363	93.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.75%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.38%	96.38%
CHEMBL4040	P28482	MAP kinase ERK2	91.24%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.88%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.17%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.81%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	82.73%	91.19%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.13%	95.58%
CHEMBL237	P41145	Kappa opioid receptor	82.06%	98.10%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.25%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.23%	93.04%

Plants that contains it

• Salvia palaestina

Cross-Links

• PubChem: 162966454
• LOTUS: LTS0068777
• wikiData: Q104910977