[(3S,3aS,6aS,9S,10R,10aR)-4-formyl-3,10-dihydroxy-7,7-dimethyl-1-oxo-3a,6,6a,8,9,10-hexahydro-3H-benzo[d][2]benzofuran-9-yl] (2R)-2-hydroxydecanoate

Details

• Internal ID: 016e581c-3a87-460e-adf9-c69e981693ea
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(3S,3aS,6aS,9S,10R,10aR)-4-formyl-3,10-dihydroxy-7,7-dimethyl-1-oxo-3a,6,6a,8,9,10-hexahydro-3H-benzo[d][2]benzofuran-9-yl] (2R)-2-hydroxydecanoate
• SMILES (Canonical): CCCCCCCCC(C(=O)OC1CC(C2CC=C(C3C2(C1O)C(=O)OC3O)C=O)(C)C)O
• SMILES (Isomeric): CCCCCCCC[C@H](C(=O)O[C@H]1CC([C@@H]2CC=C([C@H]3[C@]2([C@H]1O)C(=O)O[C@@H]3O)C=O)(C)C)O
• InChI: InChI=1S/C25H38O8/c1-4-5-6-7-8-9-10-16(27)21(29)32-17-13-24(2,3)18-12-11-15(14-26)19-22(30)33-23(31)25(18,19)20(17)28/h11,14,16-20,22,27-28,30H,4-10,12-13H2,1-3H3/t16-,17+,18+,19-,20+,22+,25-/m1/s1
• InChI Key: TVPQRCOMJLYKTF-XCIMQVMHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₈
• Molecular Weight: 466.60 g/mol
• Exact Mass: 466.25666817 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	-	0.7183	71.83%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7636	76.36%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.8571	85.71%
OATP1B3 inhibitior	+	0.8475	84.75%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5387	53.87%
P-glycoprotein inhibitior	+	0.5956	59.56%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6963	69.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8814	88.14%
CYP3A4 inhibition	+	0.7893	78.93%
CYP2C9 inhibition	-	0.6315	63.15%
CYP2C19 inhibition	-	0.6627	66.27%
CYP2D6 inhibition	-	0.9255	92.55%
CYP1A2 inhibition	-	0.7956	79.56%
CYP2C8 inhibition	+	0.5727	57.27%
CYP inhibitory promiscuity	-	0.7323	73.23%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5429	54.29%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9356	93.56%
Skin irritation	+	0.6446	64.46%
Skin corrosion	-	0.9287	92.87%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5308	53.08%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8394	83.94%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.7026	70.26%
Acute Oral Toxicity (c)	I	0.4883	48.83%
Estrogen receptor binding	+	0.6791	67.91%
Androgen receptor binding	+	0.6633	66.33%
Thyroid receptor binding	-	0.5810	58.10%
Glucocorticoid receptor binding	+	0.7056	70.56%
Aromatase binding	+	0.5186	51.86%
PPAR gamma	-	0.4835	48.35%
Honey bee toxicity	-	0.8450	84.50%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5830	58.30%
Fish aquatic toxicity	+	0.9963	99.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.73%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.82%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.73%	97.25%
CHEMBL2581	P07339	Cathepsin D	96.26%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.36%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.58%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	91.63%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	90.72%	97.79%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.16%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.89%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.47%	95.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.03%	92.86%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	86.94%	85.94%
CHEMBL340	P08684	Cytochrome P450 3A4	86.68%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.75%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.43%	100.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	85.32%	96.00%
CHEMBL5255	O00206	Toll-like receptor 4	84.73%	92.50%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.31%	97.29%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.97%	96.77%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.55%	89.34%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.41%	94.08%
CHEMBL3401	O75469	Pregnane X receptor	83.39%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.25%	95.50%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.89%	91.81%
CHEMBL299	P17252	Protein kinase C alpha	81.74%	98.03%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.57%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.17%	100.00%

Plants that contains it

• Salvia apiana
• Tanacetum coccineum

Cross-Links

• PubChem: 139584079
• LOTUS: LTS0163895
• wikiData: Q105182851