8-[(1,7-dihydroxy-5,5,8a-trimethyl-2-methylidene-3-oxo-4a,6,7,8-tetrahydro-4H-naphthalen-1-yl)methyl]-8a-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)-3-methoxy-7-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione

Details

• Internal ID: 3892662c-ef57-4ee9-82a5-16b2ff4cd7f8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 8-[(1,7-dihydroxy-5,5,8a-trimethyl-2-methylidene-3-oxo-4a,6,7,8-tetrahydro-4H-naphthalen-1-yl)methyl]-8a-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)-3-methoxy-7-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
• SMILES (Canonical): CC1=CCC2C(=O)C(=CC(=O)C2(C1CC3(C(=C)C(=O)CC4C3(CC(CC4(C)C)O)C)O)C5=CC(=O)C6=C(C=C(C=C6O5)OC)O)OC
• SMILES (Isomeric): CC1=CCC2C(=O)C(=CC(=O)C2(C1CC3(C(=C)C(=O)CC4C3(CC(CC4(C)C)O)C)O)C5=CC(=O)C6=C(C=C(C=C6O5)OC)O)OC
• InChI: InChI=1S/C37H42O10/c1-18-8-9-22-33(43)28(46-7)14-30(42)37(22,31-13-26(41)32-25(40)10-21(45-6)11-27(32)47-31)23(18)17-36(44)19(2)24(39)12-29-34(3,4)15-20(38)16-35(29,36)5/h8,10-11,13-14,20,22-23,29,38,40,44H,2,9,12,15-17H2,1,3-7H3
• InChI Key: FMZMUHWPKKFIMW-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₂O₁₀
• Molecular Weight: 646.70 g/mol
• Exact Mass: 646.27779753 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.46
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9874	98.74%
Caco-2	-	0.8334	83.34%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6886	68.86%
OATP2B1 inhibitior	-	0.7172	71.72%
OATP1B1 inhibitior	+	0.8333	83.33%
OATP1B3 inhibitior	+	0.8652	86.52%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9689	96.89%
P-glycoprotein inhibitior	+	0.7662	76.62%
P-glycoprotein substrate	+	0.6797	67.97%
CYP3A4 substrate	+	0.7168	71.68%
CYP2C9 substrate	-	0.5923	59.23%
CYP2D6 substrate	-	0.8510	85.10%
CYP3A4 inhibition	+	0.6373	63.73%
CYP2C9 inhibition	-	0.5839	58.39%
CYP2C19 inhibition	+	0.5526	55.26%
CYP2D6 inhibition	-	0.8955	89.55%
CYP1A2 inhibition	-	0.6539	65.39%
CYP2C8 inhibition	+	0.7848	78.48%
CYP inhibitory promiscuity	-	0.7658	76.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6728	67.28%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9145	91.45%
Skin irritation	-	0.7329	73.29%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.7965	79.65%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8455	84.55%
Acute Oral Toxicity (c)	I	0.4898	48.98%
Estrogen receptor binding	+	0.8231	82.31%
Androgen receptor binding	+	0.7583	75.83%
Thyroid receptor binding	+	0.6208	62.08%
Glucocorticoid receptor binding	+	0.8424	84.24%
Aromatase binding	+	0.7431	74.31%
PPAR gamma	+	0.7196	71.96%
Honey bee toxicity	-	0.5901	59.01%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.55%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.08%	85.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	96.14%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.81%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.79%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.44%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.71%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.30%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.04%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.58%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.67%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.57%	99.15%
CHEMBL4208	P20618	Proteasome component C5	87.23%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.04%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.48%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.45%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.40%	97.28%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.13%	97.14%
CHEMBL3194	P02766	Transthyretin	84.05%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.64%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	82.76%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.73%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.12%	91.07%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.51%	90.71%

Plants that contains it

• Dichrostachys cinerea

Cross-Links

• PubChem: 75068856
• LOTUS: LTS0119413
• wikiData: Q104998164