[2-[3-(furan-3-yl)propyl]-6-methyl-8-[(1S,6R)-1,2,6-trimethylcyclohex-2-en-1-yl]oct-5-enyl] hydrogen sulfate

Details

• Internal ID: 238b5ada-c2f5-4cd2-94aa-a3b43da99cc3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [2-[3-(furan-3-yl)propyl]-6-methyl-8-[(1S,6R)-1,2,6-trimethylcyclohex-2-en-1-yl]oct-5-enyl] hydrogen sulfate
• SMILES (Canonical): CC1CCC=C(C1(C)CCC(=CCCC(CCCC2=COC=C2)COS(=O)(=O)O)C)C
• SMILES (Isomeric): C[C@@H]1CCC=C([C@@]1(C)CCC(=CCCC(CCCC2=COC=C2)COS(=O)(=O)O)C)C
• InChI: InChI=1S/C25H40O5S/c1-20(14-16-25(4)21(2)9-6-10-22(25)3)8-5-11-23(19-30-31(26,27)28)12-7-13-24-15-17-29-18-24/h8-9,15,17-18,22-23H,5-7,10-14,16,19H2,1-4H3,(H,26,27,28)/t22-,23?,25-/m1/s1
• InChI Key: GCCDIQCRJHCDFR-VJBIEYCASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₀O₅S
• Molecular Weight: 452.60 g/mol
• Exact Mass: 452.25964555 g/mol
• Topological Polar Surface Area (TPSA): 85.10 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 6.93
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9602	96.02%
Caco-2	-	0.6185	61.85%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.3865	38.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8057	80.57%
OATP1B3 inhibitior	+	0.9313	93.13%
MATE1 inhibitior	-	0.8633	86.33%
OCT2 inhibitior	-	0.7771	77.71%
BSEP inhibitior	+	0.9348	93.48%
P-glycoprotein inhibitior	+	0.7731	77.31%
P-glycoprotein substrate	+	0.6490	64.90%
CYP3A4 substrate	+	0.7028	70.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7962	79.62%
CYP3A4 inhibition	-	0.7477	74.77%
CYP2C9 inhibition	-	0.7390	73.90%
CYP2C19 inhibition	-	0.6937	69.37%
CYP2D6 inhibition	-	0.8618	86.18%
CYP1A2 inhibition	-	0.7293	72.93%
CYP2C8 inhibition	+	0.5437	54.37%
CYP inhibitory promiscuity	-	0.6157	61.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5900	59.00%
Carcinogenicity (trinary)	Non-required	0.6138	61.38%
Eye corrosion	-	0.9535	95.35%
Eye irritation	-	0.9451	94.51%
Skin irritation	-	0.7248	72.48%
Skin corrosion	-	0.8193	81.93%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8732	87.32%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.6358	63.58%
skin sensitisation	-	0.7248	72.48%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5358	53.58%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.7440	74.40%
Acute Oral Toxicity (c)	III	0.6117	61.17%
Estrogen receptor binding	+	0.7840	78.40%
Androgen receptor binding	+	0.5920	59.20%
Thyroid receptor binding	+	0.5228	52.28%
Glucocorticoid receptor binding	+	0.6599	65.99%
Aromatase binding	+	0.5780	57.80%
PPAR gamma	+	0.5745	57.45%
Honey bee toxicity	-	0.7963	79.63%
Biodegradation	-	0.7000	70.00%
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
CHEMBL2581	P07339	Cathepsin D	96.28%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.36%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.89%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.53%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	91.42%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.71%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.25%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.15%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.11%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.79%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.57%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.02%	90.71%
CHEMBL4072	P07858	Cathepsin B	85.89%	93.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.64%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.26%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.07%	91.11%
CHEMBL1907	P15144	Aminopeptidase N	84.02%	93.31%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.91%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.75%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.72%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.27%	94.45%
CHEMBL4581	P52732	Kinesin-like protein 1	81.18%	93.18%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.66%	95.83%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.49%	94.80%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.34%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163036421
• LOTUS: LTS0203409
• wikiData: Q105006194