[4-[2-(furan-3-yl)ethyl]-4a,8,8-trimethyl-3-methylidene-2,4,5,6,7,8a-hexahydro-1H-naphthalen-2-yl] acetate

Details

• Internal ID: 89aa05f8-6695-4642-9d06-8518a6707289
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [4-[2-(furan-3-yl)ethyl]-4a,8,8-trimethyl-3-methylidene-2,4,5,6,7,8a-hexahydro-1H-naphthalen-2-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC2C(CCCC2(C(C1=C)CCC3=COC=C3)C)(C)C
• SMILES (Isomeric): CC(=O)OC1CC2C(CCCC2(C(C1=C)CCC3=COC=C3)C)(C)C
• InChI: InChI=1S/C22H32O3/c1-15-18(8-7-17-9-12-24-14-17)22(5)11-6-10-21(3,4)20(22)13-19(15)25-16(2)23/h9,12,14,18-20H,1,6-8,10-11,13H2,2-5H3
• InChI Key: KQRLNMJAVTWITO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₃
• Molecular Weight: 344.50 g/mol
• Exact Mass: 344.23514488 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.55
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.7917	79.17%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5971	59.71%
OATP2B1 inhibitior	-	0.8661	86.61%
OATP1B1 inhibitior	-	0.3460	34.60%
OATP1B3 inhibitior	-	0.5058	50.58%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.6191	61.91%
P-glycoprotein inhibitior	+	0.7401	74.01%
P-glycoprotein substrate	-	0.7332	73.32%
CYP3A4 substrate	+	0.6752	67.52%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.8292	82.92%
CYP3A4 inhibition	+	0.7860	78.60%
CYP2C9 inhibition	-	0.7047	70.47%
CYP2C19 inhibition	+	0.8303	83.03%
CYP2D6 inhibition	-	0.9001	90.01%
CYP1A2 inhibition	-	0.5434	54.34%
CYP2C8 inhibition	+	0.7159	71.59%
CYP inhibitory promiscuity	+	0.5975	59.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5887	58.87%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9586	95.86%
Skin irritation	-	0.6335	63.35%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9350	93.50%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5091	50.91%
skin sensitisation	-	0.6094	60.94%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6686	66.86%
Acute Oral Toxicity (c)	III	0.6756	67.56%
Estrogen receptor binding	+	0.7625	76.25%
Androgen receptor binding	+	0.6186	61.86%
Thyroid receptor binding	+	0.7294	72.94%
Glucocorticoid receptor binding	+	0.7855	78.55%
Aromatase binding	+	0.6537	65.37%
PPAR gamma	+	0.6304	63.04%
Honey bee toxicity	-	0.7827	78.27%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.22%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.71%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.27%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.31%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.06%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.65%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.21%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.02%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.65%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.97%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.69%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	81.67%	94.73%

Plants that contains it

• Austroeupatorium chaparense

Cross-Links

• PubChem: 162960432
• LOTUS: LTS0060396
• wikiData: Q105144741