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

Details

• Internal ID: fdf26ac6-304d-4a12-b2ed-a058c35fce1b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 8a-(5,7-dihydroxy-4-oxochromen-2-yl)-8-[(3-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)methyl]-3-methoxy-7-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
• SMILES (Canonical): CC1=CCC2C(=O)C(=CC(=O)C2(C1CC3C(=C)C(CC4C3(CCCC4(C)C)C)O)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)OC
• SMILES (Isomeric): CC1=CCC2C(=O)C(=CC(=O)C2(C1CC3C(=C)C(CC4C3(CCCC4(C)C)C)O)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)OC
• InChI: InChI=1S/C36H42O8/c1-18-8-9-21-33(42)28(43-6)17-30(41)36(21,31-16-26(40)32-25(39)12-20(37)13-27(32)44-31)22(18)14-23-19(2)24(38)15-29-34(3,4)10-7-11-35(23,29)5/h8,12-13,16-17,21-24,29,37-39H,2,7,9-11,14-15H2,1,3-6H3
• InChI Key: XRTOJGYRPZUDFW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₂O₈
• Molecular Weight: 602.70 g/mol
• Exact Mass: 602.28796829 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.87
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9605	96.05%
Caco-2	-	0.8124	81.24%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6833	68.33%
OATP2B1 inhibitior	-	0.7168	71.68%
OATP1B1 inhibitior	+	0.8087	80.87%
OATP1B3 inhibitior	+	0.8996	89.96%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9855	98.55%
P-glycoprotein inhibitior	+	0.7485	74.85%
P-glycoprotein substrate	+	0.6770	67.70%
CYP3A4 substrate	+	0.7268	72.68%
CYP2C9 substrate	+	0.6112	61.12%
CYP2D6 substrate	-	0.8535	85.35%
CYP3A4 inhibition	+	0.7861	78.61%
CYP2C9 inhibition	-	0.6973	69.73%
CYP2C19 inhibition	-	0.6024	60.24%
CYP2D6 inhibition	-	0.8839	88.39%
CYP1A2 inhibition	-	0.6550	65.50%
CYP2C8 inhibition	+	0.8084	80.84%
CYP inhibitory promiscuity	-	0.7091	70.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7200	72.00%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9172	91.72%
Skin irritation	-	0.6978	69.78%
Skin corrosion	-	0.9367	93.67%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6789	67.89%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5851	58.51%
skin sensitisation	-	0.8270	82.70%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7865	78.65%
Acute Oral Toxicity (c)	I	0.4260	42.60%
Estrogen receptor binding	+	0.8386	83.86%
Androgen receptor binding	+	0.7629	76.29%
Thyroid receptor binding	+	0.5862	58.62%
Glucocorticoid receptor binding	+	0.8491	84.91%
Aromatase binding	+	0.7541	75.41%
PPAR gamma	+	0.7379	73.79%
Honey bee toxicity	-	0.6175	61.75%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9962	99.62%

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	99.60%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	97.66%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.77%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.62%	91.49%
CHEMBL1937	Q92769	Histone deacetylase 2	93.85%	94.75%
CHEMBL2581	P07339	Cathepsin D	93.64%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.51%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.41%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.53%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.14%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.78%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.71%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.45%	97.09%
CHEMBL3194	P02766	Transthyretin	88.70%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.32%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.11%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.24%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.13%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.51%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.47%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.40%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.77%	92.94%
CHEMBL233	P35372	Mu opioid receptor	81.62%	97.93%
CHEMBL3401	O75469	Pregnane X receptor	80.84%	94.73%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.61%	82.38%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.49%	96.38%

Plants that contains it

• Dichrostachys cinerea

Cross-Links

• PubChem: 75068755
• LOTUS: LTS0147578
• wikiData: Q105340754