5-Hydroxy-2-[10-(5-hydroxy-2-methoxy-3-methylphenyl)-4,8-dimethyl-6-oxodeca-4,8-dienyl]-2,6,6-trimethyloxan-3-one

Details

• Internal ID: b39969dd-8cf5-47cf-82d6-e454597997fa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5-hydroxy-2-[10-(5-hydroxy-2-methoxy-3-methylphenyl)-4,8-dimethyl-6-oxodeca-4,8-dienyl]-2,6,6-trimethyloxan-3-one
• SMILES (Canonical): CC1=CC(=CC(=C1OC)CC=C(C)CC(=O)C=C(C)CCCC2(C(=O)CC(C(O2)(C)C)O)C)O
• SMILES (Isomeric): CC1=CC(=CC(=C1OC)CC=C(C)CC(=O)C=C(C)CCCC2(C(=O)CC(C(O2)(C)C)O)C)O
• InChI: InChI=1S/C28H40O6/c1-18(9-8-12-28(6)25(32)17-24(31)27(4,5)34-28)13-22(29)14-19(2)10-11-21-16-23(30)15-20(3)26(21)33-7/h10,13,15-16,24,30-31H,8-9,11-12,14,17H2,1-7H3
• InChI Key: PYJKLSJHTSUGQF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₀O₆
• Molecular Weight: 472.60 g/mol
• Exact Mass: 472.28248899 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 5.16
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9696	96.96%
Caco-2	-	0.5605	56.05%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8219	82.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8583	85.83%
OATP1B3 inhibitior	+	0.9257	92.57%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7814	78.14%
BSEP inhibitior	+	0.9659	96.59%
P-glycoprotein inhibitior	+	0.6736	67.36%
P-glycoprotein substrate	+	0.5863	58.63%
CYP3A4 substrate	+	0.6866	68.66%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.7968	79.68%
CYP3A4 inhibition	-	0.6182	61.82%
CYP2C9 inhibition	-	0.7098	70.98%
CYP2C19 inhibition	+	0.5486	54.86%
CYP2D6 inhibition	-	0.8354	83.54%
CYP1A2 inhibition	+	0.5170	51.70%
CYP2C8 inhibition	+	0.6567	65.67%
CYP inhibitory promiscuity	-	0.7870	78.70%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8939	89.39%
Carcinogenicity (trinary)	Non-required	0.7382	73.82%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9252	92.52%
Skin irritation	-	0.7053	70.53%
Skin corrosion	-	0.9528	95.28%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3894	38.94%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7949	79.49%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5705	57.05%
Acute Oral Toxicity (c)	III	0.4355	43.55%
Estrogen receptor binding	+	0.7489	74.89%
Androgen receptor binding	+	0.6388	63.88%
Thyroid receptor binding	+	0.6717	67.17%
Glucocorticoid receptor binding	+	0.7283	72.83%
Aromatase binding	+	0.6536	65.36%
PPAR gamma	+	0.6664	66.64%
Honey bee toxicity	-	0.8293	82.93%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.80%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.93%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.04%	96.09%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	92.44%	85.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.44%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.35%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.92%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.86%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.59%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.98%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	88.72%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.46%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.90%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.80%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.31%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.00%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.75%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.55%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.21%	92.62%
CHEMBL1937	Q92769	Histone deacetylase 2	81.50%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.97%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.89%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	80.54%	91.49%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 78413031
• LOTUS: LTS0166834
• wikiData: Q105216618