(3S,3aR,6R,9aR)-3-[(1S)-1-hydroxyoctyl]-9a-methylspiro[3a,4,5,8-tetrahydro-3H-furo[3,2-g]isochromene-6,5'-furan]-2,2',9-trione

Details

• Internal ID: 4adf21fa-2849-4bae-9a45-7ee4ed862d37
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (3S,3aR,6R,9aR)-3-[(1S)-1-hydroxyoctyl]-9a-methylspiro[3a,4,5,8-tetrahydro-3H-furo[3,2-g]isochromene-6,5'-furan]-2,2',9-trione
• SMILES (Canonical): CCCCCCCC(C1C2CC3=C(COC4(C3)C=CC(=O)O4)C(=O)C2(OC1=O)C)O
• SMILES (Isomeric): CCCCCCC[C@@H]([C@@H]1[C@H]2CC3=C(CO[C@@]4(C3)C=CC(=O)O4)C(=O)[C@@]2(OC1=O)C)O
• InChI: InChI=1S/C23H30O7/c1-3-4-5-6-7-8-17(24)19-16-11-14-12-23(10-9-18(25)29-23)28-13-15(14)20(26)22(16,2)30-21(19)27/h9-10,16-17,19,24H,3-8,11-13H2,1-2H3/t16-,17+,19+,22-,23+/m1/s1
• InChI Key: IWTQEDJIBDRKRZ-BJKNJWTHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₀O₇
• Molecular Weight: 418.50 g/mol
• Exact Mass: 418.19915329 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	-	0.6604	66.04%
Blood Brain Barrier	+	0.8089	80.89%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8845	88.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8623	86.23%
OATP1B3 inhibitior	+	0.9614	96.14%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5935	59.35%
BSEP inhibitior	+	0.8356	83.56%
P-glycoprotein inhibitior	+	0.6188	61.88%
P-glycoprotein substrate	+	0.6328	63.28%
CYP3A4 substrate	+	0.6806	68.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8875	88.75%
CYP3A4 inhibition	-	0.5115	51.15%
CYP2C9 inhibition	-	0.9017	90.17%
CYP2C19 inhibition	-	0.9244	92.44%
CYP2D6 inhibition	-	0.9388	93.88%
CYP1A2 inhibition	-	0.9316	93.16%
CYP2C8 inhibition	-	0.6600	66.00%
CYP inhibitory promiscuity	-	0.9199	91.99%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Danger	0.4336	43.36%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9531	95.31%
Skin irritation	+	0.7046	70.46%
Skin corrosion	-	0.9177	91.77%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3919	39.19%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5156	51.56%
skin sensitisation	-	0.9145	91.45%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6466	64.66%
Acute Oral Toxicity (c)	III	0.5426	54.26%
Estrogen receptor binding	+	0.8312	83.12%
Androgen receptor binding	+	0.7148	71.48%
Thyroid receptor binding	-	0.5779	57.79%
Glucocorticoid receptor binding	+	0.8657	86.57%
Aromatase binding	+	0.6444	64.44%
PPAR gamma	-	0.5915	59.15%
Honey bee toxicity	-	0.8835	88.35%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7112	71.12%
Fish aquatic toxicity	+	0.9872	98.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.29%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.58%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.22%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.89%	91.11%
CHEMBL299	P17252	Protein kinase C alpha	92.83%	98.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.03%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	91.09%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.61%	95.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.16%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.84%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.75%	93.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.57%	97.29%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.80%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.68%	97.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.63%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.20%	92.86%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	84.58%	95.00%
CHEMBL230	P35354	Cyclooxygenase-2	84.07%	89.63%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.68%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.31%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.91%	99.17%
CHEMBL1907	P15144	Aminopeptidase N	81.86%	93.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.51%	95.89%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.07%	97.50%

Plants that contains it

• Artocarpus altilis
• Artocarpus heterophyllus

Cross-Links

• PubChem: 101252367
• LOTUS: LTS0142707
• wikiData: Q76415379