(9,9a-Dihydroxy-4a,5-dimethyl-3-methylidene-3a,4,5,6,7,8,8a,9-octahydrobenzo[f][1]benzofuran-6-yl) 5-methyldodeca-2,4,6-trienoate

Details

• Internal ID: 9e07c6bc-387b-464d-be39-2d2643dd4cb8
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (9,9a-dihydroxy-4a,5-dimethyl-3-methylidene-3a,4,5,6,7,8,8a,9-octahydrobenzo[f][1]benzofuran-6-yl) 5-methyldodeca-2,4,6-trienoate
• SMILES (Canonical): CCCCCC=CC(=CC=CC(=O)OC1CCC2C(C3(C(CC2(C1C)C)C(=C)CO3)O)O)C
• SMILES (Isomeric): CCCCCC=CC(=CC=CC(=O)OC1CCC2C(C3(C(CC2(C1C)C)C(=C)CO3)O)O)C
• InChI: InChI=1S/C28H42O5/c1-6-7-8-9-10-12-19(2)13-11-14-25(29)33-24-16-15-22-26(30)28(31)23(20(3)18-32-28)17-27(22,5)21(24)4/h10-14,21-24,26,30-31H,3,6-9,15-18H2,1-2,4-5H3
• InChI Key: JHOJVWRHACMHEG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₂O₅
• Molecular Weight: 458.60 g/mol
• Exact Mass: 458.30322444 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.25
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9810	98.10%
Caco-2	-	0.6976	69.76%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7657	76.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7904	79.04%
OATP1B3 inhibitior	+	0.9327	93.27%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7633	76.33%
P-glycoprotein inhibitior	+	0.6544	65.44%
P-glycoprotein substrate	+	0.5649	56.49%
CYP3A4 substrate	+	0.7267	72.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8950	89.50%
CYP3A4 inhibition	+	0.6330	63.30%
CYP2C9 inhibition	-	0.7186	71.86%
CYP2C19 inhibition	-	0.6719	67.19%
CYP2D6 inhibition	-	0.9007	90.07%
CYP1A2 inhibition	-	0.6827	68.27%
CYP2C8 inhibition	+	0.6087	60.87%
CYP inhibitory promiscuity	-	0.6496	64.96%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6307	63.07%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9483	94.83%
Skin irritation	+	0.5704	57.04%
Skin corrosion	-	0.9429	94.29%
Ames mutagenesis	-	0.7137	71.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8497	84.97%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5753	57.53%
skin sensitisation	-	0.8876	88.76%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5470	54.70%
Acute Oral Toxicity (c)	III	0.5447	54.47%
Estrogen receptor binding	+	0.7038	70.38%
Androgen receptor binding	+	0.6001	60.01%
Thyroid receptor binding	+	0.5920	59.20%
Glucocorticoid receptor binding	+	0.7251	72.51%
Aromatase binding	+	0.7201	72.01%
PPAR gamma	+	0.5330	53.30%
Honey bee toxicity	-	0.8341	83.41%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6753	67.53%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.64%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.09%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.48%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.08%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.48%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	89.62%	90.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.57%	100.00%
CHEMBL2581	P07339	Cathepsin D	88.61%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.84%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.39%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.78%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	86.70%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.25%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.03%	96.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.37%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.94%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.11%	94.33%
CHEMBL4040	P28482	MAP kinase ERK2	83.65%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.36%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.73%	89.34%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.46%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.84%	97.28%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.69%	95.56%

Plants that contains it

• Senecio macrocephalus

Cross-Links

• PubChem: 162934000
• LOTUS: LTS0086836
• wikiData: Q105128126