4,8-Dihydroxy-7-methoxy-1,1,4a-trimethyl-2,4,10,10a-tetrahydrophenanthrene-3,9-dione

Details

• Internal ID: 4e62aa85-e481-4f44-aaa8-a1530a0376aa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 4,8-dihydroxy-7-methoxy-1,1,4a-trimethyl-2,4,10,10a-tetrahydrophenanthrene-3,9-dione
• SMILES (Canonical): CC1(CC(=O)C(C2(C1CC(=O)C3=C2C=CC(=C3O)OC)C)O)C
• SMILES (Isomeric): CC1(CC(=O)C(C2(C1CC(=O)C3=C2C=CC(=C3O)OC)C)O)C
• InChI: InChI=1S/C18H22O5/c1-17(2)8-11(20)16(22)18(3)9-5-6-12(23-4)15(21)14(9)10(19)7-13(17)18/h5-6,13,16,21-22H,7-8H2,1-4H3
• InChI Key: YOJJQHGCGXQVOY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₅
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.14672380 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.22
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.7901	79.01%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8061	80.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8725	87.25%
OATP1B3 inhibitior	+	0.8774	87.74%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7802	78.02%
P-glycoprotein inhibitior	-	0.9018	90.18%
P-glycoprotein substrate	-	0.7429	74.29%
CYP3A4 substrate	+	0.6355	63.55%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.7855	78.55%
CYP3A4 inhibition	+	0.5275	52.75%
CYP2C9 inhibition	-	0.7483	74.83%
CYP2C19 inhibition	-	0.7554	75.54%
CYP2D6 inhibition	-	0.8731	87.31%
CYP1A2 inhibition	+	0.8597	85.97%
CYP2C8 inhibition	-	0.6791	67.91%
CYP inhibitory promiscuity	-	0.8969	89.69%
UGT catelyzed	+	0.7362	73.62%
Carcinogenicity (binary)	-	0.9020	90.20%
Carcinogenicity (trinary)	Non-required	0.5804	58.04%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.7108	71.08%
Skin irritation	-	0.7137	71.37%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.5728	57.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5437	54.37%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6073	60.73%
skin sensitisation	-	0.8449	84.49%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5783	57.83%
Acute Oral Toxicity (c)	III	0.6047	60.47%
Estrogen receptor binding	+	0.6388	63.88%
Androgen receptor binding	+	0.5525	55.25%
Thyroid receptor binding	+	0.6244	62.44%
Glucocorticoid receptor binding	-	0.4686	46.86%
Aromatase binding	+	0.5752	57.52%
PPAR gamma	+	0.6559	65.59%
Honey bee toxicity	-	0.8208	82.08%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6049	60.49%
Fish aquatic toxicity	+	0.9936	99.36%

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	97.93%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.30%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.30%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.49%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.67%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.39%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.26%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.60%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.56%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.16%	95.89%
CHEMBL4208	P20618	Proteasome component C5	82.07%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.05%	99.23%

Plants that contains it

• Taiwania cryptomerioides

Cross-Links

• PubChem: 85366341
• LOTUS: LTS0092104
• wikiData: Q105351342