(1S,4R,5S,6R,8R)-5-[2-(furan-3-yl)ethyl]-4,5-dimethyl-9-oxatricyclo[6.2.2.01,6]dodec-11-ene-11-carboxylic acid

Details

• Internal ID: 6e52e448-a63a-47f8-9719-5f7725eeccf5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (1S,4R,5S,6R,8R)-5-[2-(furan-3-yl)ethyl]-4,5-dimethyl-9-oxatricyclo[6.2.2.01,6]dodec-11-ene-11-carboxylic acid
• SMILES (Canonical): CC1CCC23COC(CC2C1(C)CCC4=COC=C4)C=C3C(=O)O
• SMILES (Isomeric): C[C@@H]1CC[C@]23CO[C@H](C[C@@H]2[C@@]1(C)CCC4=COC=C4)C=C3C(=O)O
• InChI: InChI=1S/C20H26O4/c1-13-3-7-20-12-24-15(9-16(20)18(21)22)10-17(20)19(13,2)6-4-14-5-8-23-11-14/h5,8-9,11,13,15,17H,3-4,6-7,10,12H2,1-2H3,(H,21,22)/t13-,15+,17-,19+,20-/m1/s1
• InChI Key: YNNJQADRYQOWDM-SYOYXXOUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.06
• H-Bond Acceptor: 3
• 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	+	0.9795	97.95%
Caco-2	+	0.7183	71.83%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8144	81.44%
OATP2B1 inhibitior	-	0.8647	86.47%
OATP1B1 inhibitior	+	0.7066	70.66%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5528	55.28%
P-glycoprotein inhibitior	-	0.6820	68.20%
P-glycoprotein substrate	-	0.6116	61.16%
CYP3A4 substrate	+	0.6546	65.46%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8895	88.95%
CYP3A4 inhibition	+	0.5263	52.63%
CYP2C9 inhibition	-	0.8421	84.21%
CYP2C19 inhibition	-	0.8121	81.21%
CYP2D6 inhibition	-	0.8827	88.27%
CYP1A2 inhibition	-	0.6515	65.15%
CYP2C8 inhibition	+	0.5936	59.36%
CYP inhibitory promiscuity	-	0.6309	63.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6116	61.16%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9742	97.42%
Skin irritation	-	0.6463	64.63%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	-	0.5970	59.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7199	71.99%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5306	53.06%
skin sensitisation	-	0.8139	81.39%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7854	78.54%
Acute Oral Toxicity (c)	III	0.5874	58.74%
Estrogen receptor binding	+	0.8884	88.84%
Androgen receptor binding	+	0.5835	58.35%
Thyroid receptor binding	+	0.6251	62.51%
Glucocorticoid receptor binding	+	0.7612	76.12%
Aromatase binding	+	0.7692	76.92%
PPAR gamma	+	0.6512	65.12%
Honey bee toxicity	-	0.8144	81.44%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5134	51.34%
Fish aquatic toxicity	+	0.9943	99.43%

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	96.20%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.45%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.22%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.71%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.22%	93.00%
CHEMBL2581	P07339	Cathepsin D	88.80%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.24%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.19%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.77%	86.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.90%	94.42%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.86%	95.56%
CHEMBL5028	O14672	ADAM10	81.03%	97.50%

Plants that contains it

• Baccharis flabellata
• Crepis pygmaea
• Leucaena leucocephala
• Mentha japonica
• Muraltia heisteria
• Peperomia villipetiola
• Polygonatum prattii
• Pouteria sapota
• Santalum album
• Selaginella apoda
• Senecio microglossus
• Siphocampylus foliosus

Cross-Links

• PubChem: 6325080
• NPASS: NPC74493
• LOTUS: LTS0194565
• wikiData: Q105351033