8a-(5,7-dihydroxy-4-oxochromen-2-yl)-3-methoxy-7-methyl-8-[(1,2,7-trihydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl)methyl]-5,8-dihydro-4aH-naphthalene-1,4-dione

Details

• Internal ID: 973d7bdc-8fe5-413d-a58d-016aa5392ddb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 8a-(5,7-dihydroxy-4-oxochromen-2-yl)-3-methoxy-7-methyl-8-[(1,2,7-trihydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl)methyl]-5,8-dihydro-4aH-naphthalene-1,4-dione
• SMILES (Canonical): CC1=CCC2C(=O)C(=CC(=O)C2(C1CC3(C(CCC4C3(CC(CC4(C)C)O)C)(C)O)O)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)OC
• SMILES (Isomeric): CC1=CCC2C(=O)C(=CC(=O)C2(C1CC3(C(CCC4C3(CC(CC4(C)C)O)C)(C)O)O)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)OC
• InChI: InChI=1S/C36H44O10/c1-18-7-8-21-31(42)26(45-6)14-28(41)36(21,29-13-24(40)30-23(39)11-19(37)12-25(30)46-29)22(18)17-35(44)33(4)16-20(38)15-32(2,3)27(33)9-10-34(35,5)43/h7,11-14,20-22,27,37-39,43-44H,8-10,15-17H2,1-6H3
• InChI Key: YFSJBBMDQKSVOR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₄O₁₀
• Molecular Weight: 636.70 g/mol
• Exact Mass: 636.29344760 g/mol
• Topological Polar Surface Area (TPSA): 171.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.18
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9530	95.30%
Caco-2	-	0.8298	82.98%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7150	71.50%
OATP2B1 inhibitior	-	0.7172	71.72%
OATP1B1 inhibitior	+	0.8467	84.67%
OATP1B3 inhibitior	+	0.9137	91.37%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9587	95.87%
P-glycoprotein inhibitior	+	0.7100	71.00%
P-glycoprotein substrate	+	0.6817	68.17%
CYP3A4 substrate	+	0.7296	72.96%
CYP2C9 substrate	-	0.5923	59.23%
CYP2D6 substrate	-	0.8621	86.21%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.7071	70.71%
CYP2C19 inhibition	-	0.6246	62.46%
CYP2D6 inhibition	-	0.8966	89.66%
CYP1A2 inhibition	-	0.6830	68.30%
CYP2C8 inhibition	+	0.8120	81.20%
CYP inhibitory promiscuity	-	0.8535	85.35%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7168	71.68%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9138	91.38%
Skin irritation	-	0.7148	71.48%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4428	44.28%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8458	84.58%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8845	88.45%
Acute Oral Toxicity (c)	I	0.4177	41.77%
Estrogen receptor binding	+	0.8272	82.72%
Androgen receptor binding	+	0.7762	77.62%
Thyroid receptor binding	+	0.5728	57.28%
Glucocorticoid receptor binding	+	0.8490	84.90%
Aromatase binding	+	0.7485	74.85%
PPAR gamma	+	0.7234	72.34%
Honey bee toxicity	-	0.6376	63.76%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9943	99.43%

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	99.38%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	98.38%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.35%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.38%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.21%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.92%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	93.56%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.94%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.43%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.39%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.39%	92.94%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.31%	96.95%
CHEMBL3194	P02766	Transthyretin	89.23%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.81%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.40%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.30%	97.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.21%	97.28%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.03%	99.23%
CHEMBL2581	P07339	Cathepsin D	83.77%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	82.72%	95.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.18%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.92%	99.17%
CHEMBL1871	P10275	Androgen Receptor	80.89%	96.43%

Plants that contains it

• Dichrostachys cinerea

Cross-Links

• PubChem: 75068853
• LOTUS: LTS0083114
• wikiData: Q105347783