3b,6,9a-trimethyl-5,5a,7,8,9,9b,10,11-octahydro-4H-naphtho[2,1-e]isobenzofuran-6-carboxylic acid

Details

• Internal ID: 08c65a3f-5acd-4a16-8943-f277b652dbb2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Isocopalane and spongiane diterpenoids
• IUPAC Name: 3b,6,9a-trimethyl-5,5a,7,8,9,9b,10,11-octahydro-4H-naphtho[2,1-e][2]benzofuran-6-carboxylic acid
• InChI: InChI=1S/C20H28O3/c1-18-10-7-16-19(2,8-4-9-20(16,3)17(21)22)15(18)6-5-13-11-23-12-14(13)18/h11-12,15-16H,4-10H2,1-3H3,(H,21,22)
• InChI Key: KJCLDWYEUKTPNA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.79
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• NSC622260
• 3b,6,9a-Trimethyl-3b,4,5,5a,6,7,8,9,9a,9b,10,11-dodecahydrophenanthro[1,2-c]furan-6-carboxylic acid
• 3b,6,9a-trimethyl-5,5a,7,8,9,9b,10,11-octahydro-4H-naphtho[2,1-e]isobenzofuran-6-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.9149	91.49%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5665	56.65%
OATP2B1 inhibitior	-	0.8681	86.81%
OATP1B1 inhibitior	+	0.8069	80.69%
OATP1B3 inhibitior	+	0.8789	87.89%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7582	75.82%
P-glycoprotein inhibitior	-	0.6871	68.71%
P-glycoprotein substrate	-	0.8767	87.67%
CYP3A4 substrate	+	0.5910	59.10%
CYP2C9 substrate	-	0.5888	58.88%
CYP2D6 substrate	-	0.8396	83.96%
CYP3A4 inhibition	-	0.7945	79.45%
CYP2C9 inhibition	-	0.5927	59.27%
CYP2C19 inhibition	-	0.5377	53.77%
CYP2D6 inhibition	-	0.9133	91.33%
CYP1A2 inhibition	-	0.5826	58.26%
CYP2C8 inhibition	-	0.7371	73.71%
CYP inhibitory promiscuity	-	0.8924	89.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.6032	60.32%
Eye corrosion	-	0.9746	97.46%
Eye irritation	-	0.9184	91.84%
Skin irritation	-	0.7546	75.46%
Skin corrosion	-	0.9563	95.63%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3997	39.97%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6808	68.08%
skin sensitisation	-	0.7915	79.15%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7119	71.19%
Acute Oral Toxicity (c)	III	0.6397	63.97%
Estrogen receptor binding	+	0.8030	80.30%
Androgen receptor binding	+	0.5440	54.40%
Thyroid receptor binding	+	0.6854	68.54%
Glucocorticoid receptor binding	+	0.7966	79.66%
Aromatase binding	+	0.7932	79.32%
PPAR gamma	+	0.5745	57.45%
Honey bee toxicity	-	0.9176	91.76%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6713	67.13%
Fish aquatic toxicity	+	0.9974	99.74%

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	92.63%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.32%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.05%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.63%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.50%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.65%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.52%	97.25%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.71%	93.04%
CHEMBL340	P08684	Cytochrome P450 3A4	80.93%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.66%	96.38%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 494402
• LOTUS: LTS0224549
• wikiData: Q105141780