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

Details

• Internal ID: a4ee7d25-af1c-46e8-8ae3-b22e5d7f5dfa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [8-[2-(furan-3-yl)ethyl]-3,4-dihydroxy-4,4a,7,8-tetramethyl-2,3,5,6,7,8a-hexahydro-1H-naphthalen-2-yl] acetate
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC3=COC=C3)CC(C(C2(C)O)O)OC(=O)C)C
• SMILES (Isomeric): CC1CCC2(C(C1(C)CCC3=COC=C3)CC(C(C2(C)O)O)OC(=O)C)C
• InChI: InChI=1S/C22H34O5/c1-14-6-10-21(4)18(20(14,3)9-7-16-8-11-26-13-16)12-17(27-15(2)23)19(24)22(21,5)25/h8,11,13-14,17-19,24-25H,6-7,9-10,12H2,1-5H3
• InChI Key: HZCWIIBLNSXKPG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₅
• Molecular Weight: 378.50 g/mol
• Exact Mass: 378.24062418 g/mol
• Topological Polar Surface Area (TPSA): 79.90 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.72
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9491	94.91%
Caco-2	+	0.4937	49.37%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6683	66.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3342	33.42%
OATP1B3 inhibitior	+	0.7887	78.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6446	64.46%
P-glycoprotein inhibitior	-	0.6629	66.29%
P-glycoprotein substrate	-	0.6027	60.27%
CYP3A4 substrate	+	0.6945	69.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8231	82.31%
CYP3A4 inhibition	-	0.5474	54.74%
CYP2C9 inhibition	-	0.7623	76.23%
CYP2C19 inhibition	-	0.6261	62.61%
CYP2D6 inhibition	-	0.9534	95.34%
CYP1A2 inhibition	-	0.5684	56.84%
CYP2C8 inhibition	+	0.5582	55.82%
CYP inhibitory promiscuity	-	0.8736	87.36%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6106	61.06%
Eye corrosion	-	0.9941	99.41%
Eye irritation	-	0.9630	96.30%
Skin irritation	-	0.5438	54.38%
Skin corrosion	-	0.9261	92.61%
Ames mutagenesis	-	0.7770	77.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7725	77.25%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5197	51.97%
skin sensitisation	-	0.9078	90.78%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7169	71.69%
Acute Oral Toxicity (c)	I	0.3265	32.65%
Estrogen receptor binding	+	0.8213	82.13%
Androgen receptor binding	+	0.6459	64.59%
Thyroid receptor binding	+	0.6578	65.78%
Glucocorticoid receptor binding	+	0.8260	82.60%
Aromatase binding	+	0.6378	63.78%
PPAR gamma	+	0.5521	55.21%
Honey bee toxicity	-	0.7734	77.34%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9920	99.20%

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	96.64%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.56%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.89%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.42%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	92.77%	90.17%
CHEMBL2581	P07339	Cathepsin D	91.45%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.52%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.69%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.84%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	84.09%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.88%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.07%	97.28%

Plants that contains it

• Baccharis boliviensis

Cross-Links

• PubChem: 162871014
• LOTUS: LTS0140911
• wikiData: Q105035617