(4aR,10aR,11aR,11bR)-4,4,8,11b-tetramethyl-1,3,4a,5,6,10a,11,11a-octahydronaphtho[2,1-f][1]benzofuran-2,9-dione

Details

• Internal ID: 242e040d-0585-4597-a195-c152e6054f4d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (4aR,10aR,11aR,11bR)-4,4,8,11b-tetramethyl-1,3,4a,5,6,10a,11,11a-octahydronaphtho[2,1-f][1]benzofuran-2,9-dione
• SMILES (Canonical): CC1=C2C=C3CCC4C(CC(=O)CC4(C3CC2OC1=O)C)(C)C
• SMILES (Isomeric): CC1=C2C=C3CC[C@H]4[C@]([C@@H]3C[C@H]2OC1=O)(CC(=O)CC4(C)C)C
• InChI: InChI=1S/C20H26O3/c1-11-14-7-12-5-6-17-19(2,3)9-13(21)10-20(17,4)15(12)8-16(14)23-18(11)22/h7,15-17H,5-6,8-10H2,1-4H3/t15-,16-,17-,20+/m1/s1
• InChI Key: NHTGXLDCTQFPJN-VIPLHTEESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₃
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.18819469 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.8659	86.59%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7733	77.33%
OATP2B1 inhibitior	-	0.8667	86.67%
OATP1B1 inhibitior	+	0.9068	90.68%
OATP1B3 inhibitior	+	0.9561	95.61%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	+	0.6265	62.65%
P-glycoprotein inhibitior	-	0.6015	60.15%
P-glycoprotein substrate	-	0.8270	82.70%
CYP3A4 substrate	+	0.6312	63.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9026	90.26%
CYP3A4 inhibition	-	0.7290	72.90%
CYP2C9 inhibition	-	0.8994	89.94%
CYP2C19 inhibition	-	0.6795	67.95%
CYP2D6 inhibition	-	0.9468	94.68%
CYP1A2 inhibition	-	0.6673	66.73%
CYP2C8 inhibition	-	0.7490	74.90%
CYP inhibitory promiscuity	-	0.8332	83.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5409	54.09%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9390	93.90%
Skin irritation	+	0.5441	54.41%
Skin corrosion	-	0.8908	89.08%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8357	83.57%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.5603	56.03%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5760	57.60%
Acute Oral Toxicity (c)	III	0.7867	78.67%
Estrogen receptor binding	+	0.6272	62.72%
Androgen receptor binding	+	0.5443	54.43%
Thyroid receptor binding	+	0.6038	60.38%
Glucocorticoid receptor binding	+	0.7705	77.05%
Aromatase binding	-	0.5647	56.47%
PPAR gamma	+	0.6314	63.14%
Honey bee toxicity	-	0.8613	86.13%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9970	99.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.50%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.44%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.97%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.21%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.07%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.02%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.30%	94.00%
CHEMBL2581	P07339	Cathepsin D	83.34%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.31%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.82%	93.40%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.79%	97.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.33%	95.89%

Plants that contains it

• Euphorbia calyptrata

Cross-Links

• PubChem: 10710386
• LOTUS: LTS0180887
• wikiData: Q105179574