(7S,8R)-7-(2-(3-Furyl)ethyl)-7,8-dimethylbicyclo[4.4.0]dec-2-ene-2-carboxylic acid

Details

• Internal ID: de946f83-7f58-4278-acc3-9c194109f3e4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (4aS,5S,6R,8aR)-5-[2-(furan-3-yl)ethyl]-5,6-dimethyl-4,4a,6,7,8,8a-hexahydro-3H-naphthalene-1-carboxylic acid
• SMILES (Canonical): CC1CCC2C(C1(C)CCC3=COC=C3)CCC=C2C(=O)O
• SMILES (Isomeric): C[C@@H]1CC[C@@H]2[C@@H]([C@@]1(C)CCC3=COC=C3)CCC=C2C(=O)O
• InChI: InChI=1S/C19H26O3/c1-13-6-7-15-16(18(20)21)4-3-5-17(15)19(13,2)10-8-14-9-11-22-12-14/h4,9,11-13,15,17H,3,5-8,10H2,1-2H3,(H,20,21)/t13-,15+,17+,19+/m1/s1
• InChI Key: XHDJKYCUHDIYRE-UJNZZBMASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₃
• Molecular Weight: 302.40 g/mol
• Exact Mass: 302.18819469 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.69
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• (4aS,5S,6R,8aR)-5-[2-(3-furyl)ethyl]-5,6-dimethyl-4,4a,6,7,8,8a-hexahydro-3H-naphthalene-1-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.8528	85.28%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Plasma membrane	0.5031	50.31%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.7050	70.50%
OATP1B3 inhibitior	+	0.8965	89.65%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7271	72.71%
P-glycoprotein inhibitior	-	0.7806	78.06%
P-glycoprotein substrate	-	0.7145	71.45%
CYP3A4 substrate	+	0.5932	59.32%
CYP2C9 substrate	+	0.5821	58.21%
CYP2D6 substrate	-	0.9051	90.51%
CYP3A4 inhibition	-	0.5065	50.65%
CYP2C9 inhibition	-	0.7636	76.36%
CYP2C19 inhibition	-	0.5927	59.27%
CYP2D6 inhibition	-	0.8908	89.08%
CYP1A2 inhibition	+	0.5391	53.91%
CYP2C8 inhibition	+	0.5402	54.02%
CYP inhibitory promiscuity	+	0.5295	52.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5627	56.27%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9564	95.64%
Skin irritation	-	0.6285	62.85%
Skin corrosion	-	0.9563	95.63%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3795	37.95%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5473	54.73%
skin sensitisation	-	0.5801	58.01%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.4763	47.63%
Acute Oral Toxicity (c)	III	0.6098	60.98%
Estrogen receptor binding	+	0.8772	87.72%
Androgen receptor binding	+	0.7450	74.50%
Thyroid receptor binding	-	0.5518	55.18%
Glucocorticoid receptor binding	+	0.7230	72.30%
Aromatase binding	+	0.6637	66.37%
PPAR gamma	+	0.5681	56.81%
Honey bee toxicity	-	0.9007	90.07%
Biodegradation	-	0.7500	75.00%
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	98.63%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.99%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.86%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.51%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.10%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.34%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.64%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.87%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.47%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.18%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	80.13%	90.17%

Plants that contains it

• Baccharis intermedia
• Baccharis tola subsp. tola
• Chrozophora oblongifolia
• Copaifera duckei
• Croton lechleri
• Grangea maderaspatana
• Laennecia coulteri
• Microglossa pyrifolia
• Salvia divinorum
• Salvia regla
• Solidago rugosa

Cross-Links

• PubChem: 479908
• LOTUS: LTS0165591
• wikiData: Q105328040