(1R,4aS,8aS)-1-[2-(furan-3-yl)ethyl]-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalene-2-carboxylic acid

Details

• Internal ID: 7a875556-1b44-437d-9f63-b8b4708ed0a3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (1R,4aS,8aS)-1-[2-(furan-3-yl)ethyl]-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalene-2-carboxylic acid
• SMILES (Canonical): CC1(CCCC2(C1CC=C(C2CCC3=COC=C3)C(=O)O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1CC=C([C@@H]2CCC3=COC=C3)C(=O)O)(C)C
• InChI: InChI=1S/C20H28O3/c1-19(2)10-4-11-20(3)16(7-5-14-9-12-23-13-14)15(18(21)22)6-8-17(19)20/h6,9,12-13,16-17H,4-5,7-8,10-11H2,1-3H3,(H,21,22)/t16-,17-,20+/m0/s1
• InChI Key: RJPFFVVAOWRVKZ-ABSDTBQOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.08
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.7796	77.96%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4529	45.29%
OATP2B1 inhibitior	-	0.8644	86.44%
OATP1B1 inhibitior	+	0.6914	69.14%
OATP1B3 inhibitior	+	0.8301	83.01%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7247	72.47%
P-glycoprotein inhibitior	-	0.5610	56.10%
P-glycoprotein substrate	-	0.8012	80.12%
CYP3A4 substrate	+	0.5906	59.06%
CYP2C9 substrate	+	0.5821	58.21%
CYP2D6 substrate	-	0.9051	90.51%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.6502	65.02%
CYP2C19 inhibition	+	0.5242	52.42%
CYP2D6 inhibition	-	0.8858	88.58%
CYP1A2 inhibition	-	0.5624	56.24%
CYP2C8 inhibition	+	0.5394	53.94%
CYP inhibitory promiscuity	+	0.5814	58.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6146	61.46%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9485	94.85%
Skin irritation	-	0.6245	62.45%
Skin corrosion	-	0.9586	95.86%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6826	68.26%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5551	55.51%
skin sensitisation	-	0.5405	54.05%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7152	71.52%
Acute Oral Toxicity (c)	III	0.6314	63.14%
Estrogen receptor binding	+	0.6877	68.77%
Androgen receptor binding	+	0.6226	62.26%
Thyroid receptor binding	+	0.6181	61.81%
Glucocorticoid receptor binding	+	0.7717	77.17%
Aromatase binding	+	0.6642	66.42%
PPAR gamma	+	0.5876	58.76%
Honey bee toxicity	-	0.9009	90.09%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
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	96.33%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.11%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.79%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.07%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.25%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.81%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.31%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.86%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.22%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	82.41%	94.73%

Plants that contains it

• Gymnosperma glutinosum

Cross-Links

• PubChem: 10734209
• LOTUS: LTS0126728
• wikiData: Q105237651