(9b-hydroxy-6,6,9a-trimethyl-3,5,5a,7,8,9-hexahydro-1H-benzo[e][2]benzofuran-5-yl) octa-2,4,6-trienoate

Details

• Internal ID: f9bf8eee-0e39-4f75-a6a3-3403e72ed448
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (9b-hydroxy-6,6,9a-trimethyl-3,5,5a,7,8,9-hexahydro-1H-benzo[e][2]benzofuran-5-yl) octa-2,4,6-trienoate
• SMILES (Canonical): CC=CC=CC=CC(=O)OC1C=C2COCC2(C3(C1C(CCC3)(C)C)C)O
• SMILES (Isomeric): CC=CC=CC=CC(=O)OC1C=C2COCC2(C3(C1C(CCC3)(C)C)C)O
• InChI: InChI=1S/C23H32O4/c1-5-6-7-8-9-11-19(24)27-18-14-17-15-26-16-23(17,25)22(4)13-10-12-21(2,3)20(18)22/h5-9,11,14,18,20,25H,10,12-13,15-16H2,1-4H3
• InChI Key: NBSRXDQGLXGTEV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₄
• Molecular Weight: 372.50 g/mol
• Exact Mass: 372.23005950 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.12
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	+	0.6541	65.41%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8129	81.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8280	82.80%
OATP1B3 inhibitior	+	0.9256	92.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.7288	72.88%
P-glycoprotein inhibitior	-	0.4948	49.48%
P-glycoprotein substrate	-	0.7177	71.77%
CYP3A4 substrate	+	0.6490	64.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9073	90.73%
CYP3A4 inhibition	-	0.7912	79.12%
CYP2C9 inhibition	-	0.6997	69.97%
CYP2C19 inhibition	-	0.7862	78.62%
CYP2D6 inhibition	-	0.9263	92.63%
CYP1A2 inhibition	-	0.8135	81.35%
CYP2C8 inhibition	+	0.5531	55.31%
CYP inhibitory promiscuity	-	0.9524	95.24%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4901	49.01%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9740	97.40%
Skin irritation	-	0.5408	54.08%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7267	72.67%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5865	58.65%
skin sensitisation	-	0.8505	85.05%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6322	63.22%
Acute Oral Toxicity (c)	III	0.5151	51.51%
Estrogen receptor binding	+	0.7398	73.98%
Androgen receptor binding	+	0.6465	64.65%
Thyroid receptor binding	+	0.6759	67.59%
Glucocorticoid receptor binding	+	0.6746	67.46%
Aromatase binding	+	0.7522	75.22%
PPAR gamma	+	0.5443	54.43%
Honey bee toxicity	-	0.8381	83.81%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9830	98.30%

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	97.39%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.56%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	90.41%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.23%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.16%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.56%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.68%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.59%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.71%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.67%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.66%	92.94%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.52%	95.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.58%	82.69%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162881912
• LOTUS: LTS0017567
• wikiData: Q104172273