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

Details

• Internal ID: fe855fb0-b353-42da-8e87-9d75410ab521
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (1R,4aS,5R,6S)-5-[2-(furan-3-yl)ethyl]-1,5,6-trimethyl-2,3,4,4a,6,7-hexahydronaphthalene-1-carboxylic acid
• SMILES (Canonical): CC1CC=C2C(C1(C)CCC3=COC=C3)CCCC2(C)C(=O)O
• SMILES (Isomeric): C[C@H]1CC=C2[C@H]([C@]1(C)CCC3=COC=C3)CCC[C@@]2(C)C(=O)O
• InChI: InChI=1S/C20H28O3/c1-14-6-7-17-16(5-4-10-20(17,3)18(21)22)19(14,2)11-8-15-9-12-23-13-15/h7,9,12-14,16H,4-6,8,10-11H2,1-3H3,(H,21,22)/t14-,16+,19+,20+/m0/s1
• InChI Key: CEDSJSACEUAMJL-YDGZCJQPSA-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: 4.80
• 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	+	0.9965	99.65%
Caco-2	+	0.8268	82.68%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4569	45.69%
OATP2B1 inhibitior	-	0.8640	86.40%
OATP1B1 inhibitior	-	0.3265	32.65%
OATP1B3 inhibitior	+	0.8327	83.27%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.6082	60.82%
P-glycoprotein inhibitior	-	0.7474	74.74%
P-glycoprotein substrate	-	0.6662	66.62%
CYP3A4 substrate	+	0.6013	60.13%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8448	84.48%
CYP3A4 inhibition	+	0.6196	61.96%
CYP2C9 inhibition	-	0.5067	50.67%
CYP2C19 inhibition	+	0.5470	54.70%
CYP2D6 inhibition	-	0.8981	89.81%
CYP1A2 inhibition	+	0.6017	60.17%
CYP2C8 inhibition	+	0.5632	56.32%
CYP inhibitory promiscuity	+	0.5149	51.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5693	56.93%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9770	97.70%
Skin irritation	-	0.6479	64.79%
Skin corrosion	-	0.9571	95.71%
Ames mutagenesis	-	0.7670	76.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7805	78.05%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5791	57.91%
skin sensitisation	-	0.6229	62.29%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6433	64.33%
Acute Oral Toxicity (c)	III	0.5627	56.27%
Estrogen receptor binding	+	0.7413	74.13%
Androgen receptor binding	+	0.6351	63.51%
Thyroid receptor binding	+	0.6649	66.49%
Glucocorticoid receptor binding	+	0.7781	77.81%
Aromatase binding	+	0.7235	72.35%
PPAR gamma	-	0.5135	51.35%
Honey bee toxicity	-	0.9430	94.30%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
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
CHEMBL4040	P28482	MAP kinase ERK2	99.01%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.46%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.24%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.19%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.49%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.98%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.81%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	86.65%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.21%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.77%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.07%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.47%	90.71%

Plants that contains it

• Koanophyllon conglobatum

Cross-Links

• PubChem: 162990039
• LOTUS: LTS0109394
• wikiData: Q104955573