(5-hydroxy-2,5,9,9-tetramethyl-4,4a,6,7,8,9a-hexahydro-3H-benzo[7]annulen-3-yl) 3-hydroxy-4-methoxybenzoate

Details

• Internal ID: b73fbff9-d9a1-4018-8331-dcea9642e535
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Himachalane and lippifoliane sesquiterpenoids
• IUPAC Name: (5-hydroxy-2,5,9,9-tetramethyl-4,4a,6,7,8,9a-hexahydro-3H-benzo[7]annulen-3-yl) 3-hydroxy-4-methoxybenzoate
• SMILES (Canonical): CC1=CC2C(CC1OC(=O)C3=CC(=C(C=C3)OC)O)C(CCCC2(C)C)(C)O
• SMILES (Isomeric): CC1=CC2C(CC1OC(=O)C3=CC(=C(C=C3)OC)O)C(CCCC2(C)C)(C)O
• InChI: InChI=1S/C23H32O5/c1-14-11-16-17(23(4,26)10-6-9-22(16,2)3)13-20(14)28-21(25)15-7-8-19(27-5)18(24)12-15/h7-8,11-12,16-17,20,24,26H,6,9-10,13H2,1-5H3
• InChI Key: NHNLUSZGALQDIN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₅
• Molecular Weight: 388.50 g/mol
• Exact Mass: 388.22497412 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.47
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	-	0.5839	58.39%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7842	78.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8584	85.84%
OATP1B3 inhibitior	-	0.2175	21.75%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	-	0.4639	46.39%
P-glycoprotein inhibitior	+	0.5801	58.01%
P-glycoprotein substrate	-	0.5944	59.44%
CYP3A4 substrate	+	0.6793	67.93%
CYP2C9 substrate	+	0.6009	60.09%
CYP2D6 substrate	-	0.8092	80.92%
CYP3A4 inhibition	-	0.6338	63.38%
CYP2C9 inhibition	+	0.6545	65.45%
CYP2C19 inhibition	+	0.7419	74.19%
CYP2D6 inhibition	-	0.8870	88.70%
CYP1A2 inhibition	+	0.8091	80.91%
CYP2C8 inhibition	+	0.8202	82.02%
CYP inhibitory promiscuity	-	0.8700	87.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.6500	65.00%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.9402	94.02%
Skin irritation	-	0.6021	60.21%
Skin corrosion	-	0.9554	95.54%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3746	37.46%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5084	50.84%
skin sensitisation	-	0.7619	76.19%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7232	72.32%
Acute Oral Toxicity (c)	III	0.4686	46.86%
Estrogen receptor binding	+	0.8105	81.05%
Androgen receptor binding	-	0.5091	50.91%
Thyroid receptor binding	+	0.7328	73.28%
Glucocorticoid receptor binding	+	0.7567	75.67%
Aromatase binding	+	0.7862	78.62%
PPAR gamma	+	0.5520	55.20%
Honey bee toxicity	-	0.8463	84.63%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
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
CHEMBL241	Q14432	Phosphodiesterase 3A	94.36%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.78%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.68%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.76%	91.11%
CHEMBL4208	P20618	Proteasome component C5	91.42%	90.00%
CHEMBL2535	P11166	Glucose transporter	89.22%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	88.81%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.34%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.14%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.49%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.46%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.61%	91.07%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.76%	93.99%
CHEMBL1255126	O15151	Protein Mdm4	85.36%	90.20%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.33%	94.42%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.20%	100.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.66%	85.30%
CHEMBL3194	P02766	Transthyretin	81.36%	90.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.26%	93.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.22%	90.71%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.96%	96.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.89%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.83%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.14%	96.90%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.06%	92.62%

Plants that contains it

• Ferula xeromorpha

Cross-Links

• PubChem: 71007453
• LOTUS: LTS0085932
• wikiData: Q105179494