(5R,5aS)-1,5,8-trimethyl-4,5,5a,6-tetrahydrobenzo[e][1]benzofuran

Details

• Internal ID: 86c3b362-31cc-4d29-bd94-2c702b43fc36
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (5R,5aS)-1,5,8-trimethyl-4,5,5a,6-tetrahydrobenzo[e][1]benzofuran
• SMILES (Canonical): CC1CC2=C(C(=CO2)C)C3=CC(=CCC13)C
• SMILES (Isomeric): C[C@@H]1CC2=C(C(=CO2)C)C3=CC(=CC[C@@H]13)C
• InChI: InChI=1S/C15H18O/c1-9-4-5-12-10(2)7-14-15(13(12)6-9)11(3)8-16-14/h4,6,8,10,12H,5,7H2,1-3H3/t10-,12+/m1/s1
• InChI Key: UEAPOVJEVUNJHK-PWSUYJOCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O
• Molecular Weight: 214.30 g/mol
• Exact Mass: 214.135765193 g/mol
• Topological Polar Surface Area (TPSA): 13.10 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.13
• H-Bond Acceptor: 1
• 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	+	1.0000	100.00%
Caco-2	+	0.8672	86.72%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Plasma membrane	0.4373	43.73%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.9079	90.79%
OATP1B3 inhibitior	+	0.9650	96.50%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7877	78.77%
P-glycoprotein inhibitior	-	0.9388	93.88%
P-glycoprotein substrate	-	0.8058	80.58%
CYP3A4 substrate	-	0.5054	50.54%
CYP2C9 substrate	-	0.8117	81.17%
CYP2D6 substrate	-	0.7086	70.86%
CYP3A4 inhibition	-	0.6286	62.86%
CYP2C9 inhibition	-	0.6411	64.11%
CYP2C19 inhibition	+	0.6964	69.64%
CYP2D6 inhibition	-	0.7840	78.40%
CYP1A2 inhibition	+	0.7736	77.36%
CYP2C8 inhibition	-	0.6411	64.11%
CYP inhibitory promiscuity	+	0.8240	82.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Danger	0.4272	42.72%
Eye corrosion	-	0.9658	96.58%
Eye irritation	-	0.9487	94.87%
Skin irritation	-	0.6079	60.79%
Skin corrosion	-	0.9584	95.84%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7681	76.81%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	+	0.6354	63.54%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.4668	46.68%
Acute Oral Toxicity (c)	III	0.6959	69.59%
Estrogen receptor binding	-	0.8351	83.51%
Androgen receptor binding	+	0.5983	59.83%
Thyroid receptor binding	-	0.5620	56.20%
Glucocorticoid receptor binding	-	0.7006	70.06%
Aromatase binding	-	0.6060	60.60%
PPAR gamma	+	0.5237	52.37%
Honey bee toxicity	-	0.8401	84.01%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9873	98.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	90.47%	86.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.80%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	88.65%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.70%	97.09%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	87.29%	83.14%
CHEMBL2581	P07339	Cathepsin D	84.93%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.09%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.96%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.74%	97.21%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.45%	93.65%

Plants that contains it

• Chromolaena laevigata

Cross-Links

• PubChem: 163106147
• LOTUS: LTS0045652
• wikiData: Q105270738