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

Details

• Internal ID: c61296ff-8f0f-4cee-8328-11aa0c83299b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
• IUPAC Name: 3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromene-3-carboxylic acid
• SMILES (Canonical): CC1(CCCC2(C1CCC3(C2CCC(O3)(C)C(=O)O)C)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CCC3(C2CCC(O3)(C)C(=O)O)C)C)C
• InChI: InChI=1S/C19H32O3/c1-16(2)9-6-10-17(3)13(16)7-11-18(4)14(17)8-12-19(5,22-18)15(20)21/h13-14H,6-12H2,1-5H3,(H,20,21)
• InChI Key: ZLZZZLNMOSWQFS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₂O₃
• Molecular Weight: 308.50 g/mol
• Exact Mass: 308.23514488 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.64
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9782	97.82%
Caco-2	+	0.7516	75.16%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6388	63.88%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.9099	90.99%
OATP1B3 inhibitior	+	0.9286	92.86%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6136	61.36%
P-glycoprotein inhibitior	-	0.7342	73.42%
P-glycoprotein substrate	-	0.9532	95.32%
CYP3A4 substrate	+	0.5557	55.57%
CYP2C9 substrate	-	0.5886	58.86%
CYP2D6 substrate	-	0.8620	86.20%
CYP3A4 inhibition	-	0.9145	91.45%
CYP2C9 inhibition	-	0.6802	68.02%
CYP2C19 inhibition	-	0.7576	75.76%
CYP2D6 inhibition	-	0.9548	95.48%
CYP1A2 inhibition	-	0.7564	75.64%
CYP2C8 inhibition	-	0.7899	78.99%
CYP inhibitory promiscuity	-	0.9728	97.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.7034	70.34%
Eye corrosion	-	0.9657	96.57%
Eye irritation	-	0.7710	77.10%
Skin irritation	-	0.6944	69.44%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7020	70.20%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6709	67.09%
skin sensitisation	-	0.6022	60.22%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5182	51.82%
Acute Oral Toxicity (c)	III	0.7470	74.70%
Estrogen receptor binding	+	0.7871	78.71%
Androgen receptor binding	-	0.5201	52.01%
Thyroid receptor binding	+	0.6877	68.77%
Glucocorticoid receptor binding	+	0.7068	70.68%
Aromatase binding	+	0.7454	74.54%
PPAR gamma	+	0.5335	53.35%
Honey bee toxicity	-	0.9479	94.79%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9125	91.25%

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	92.96%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.28%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.59%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.36%	91.11%
CHEMBL237	P41145	Kappa opioid receptor	86.02%	98.10%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.16%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	82.64%	91.19%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.41%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.77%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.65%	100.00%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	81.35%	100.00%

Plants that contains it

• Picea abies

Cross-Links

• PubChem: 14658795
• LOTUS: LTS0158380
• wikiData: Q105379290