5-[2-(Furan-3-yl)ethyl]-6-(hydroxymethyl)-1,4a-dimethyl-2,3,4,5,8,8a-hexahydronaphthalene-1-carboxylic acid

Details

• Internal ID: 120dc958-0efe-4f24-ac76-02a4ff27772a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 5-[2-(furan-3-yl)ethyl]-6-(hydroxymethyl)-1,4a-dimethyl-2,3,4,5,8,8a-hexahydronaphthalene-1-carboxylic acid
• InChI: InChI=1S/C20H28O4/c1-19-9-3-10-20(2,18(22)23)17(19)7-5-15(12-21)16(19)6-4-14-8-11-24-13-14/h5,8,11,13,16-17,21H,3-4,6-7,9-10,12H2,1-2H3,(H,22,23)
• InChI Key: ULGOGUNTFIHPHP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 70.70 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 4.05
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9870	98.70%
Caco-2	+	0.6843	68.43%
Blood Brain Barrier	+	0.5855	58.55%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6785	67.85%
OATP2B1 inhibitior	-	0.8652	86.52%
OATP1B1 inhibitior	-	0.3887	38.87%
OATP1B3 inhibitior	+	0.9150	91.50%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5673	56.73%
BSEP inhibitior	+	0.6869	68.69%
P-glycoprotein inhibitior	-	0.7801	78.01%
P-glycoprotein substrate	-	0.7252	72.52%
CYP3A4 substrate	+	0.6223	62.23%
CYP2C9 substrate	-	0.8005	80.05%
CYP2D6 substrate	-	0.8437	84.37%
CYP3A4 inhibition	+	0.6721	67.21%
CYP2C9 inhibition	-	0.7401	74.01%
CYP2C19 inhibition	-	0.7308	73.08%
CYP2D6 inhibition	-	0.8606	86.06%
CYP1A2 inhibition	-	0.6048	60.48%
CYP2C8 inhibition	+	0.5463	54.63%
CYP inhibitory promiscuity	+	0.5524	55.24%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6023	60.23%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9431	94.31%
Skin irritation	-	0.7333	73.33%
Skin corrosion	-	0.9637	96.37%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7457	74.57%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5926	59.26%
skin sensitisation	-	0.7555	75.55%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6024	60.24%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6085	60.85%
Acute Oral Toxicity (c)	III	0.6056	60.56%
Estrogen receptor binding	+	0.6524	65.24%
Androgen receptor binding	+	0.6564	65.64%
Thyroid receptor binding	+	0.5761	57.61%
Glucocorticoid receptor binding	+	0.8008	80.08%
Aromatase binding	+	0.6085	60.85%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9113	91.13%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
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	97.18%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.40%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.32%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.00%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	89.00%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.92%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.59%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.24%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.67%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.00%	93.00%

Plants that contains it

• Gutierrezia dracunculoides

Cross-Links

• PubChem: 163013405
• LOTUS: LTS0100093
• wikiData: Q105275110