8-hydroxy-7-methoxy-1,1,4a-trimethyl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one

Details

• Internal ID: 2a409db9-9513-4da3-ae79-2ce00d44af73
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 8-hydroxy-7-methoxy-1,1,4a-trimethyl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one
• SMILES (Canonical): CC1(CCCC2(C1CC(=O)C3=C2C=CC(=C3O)OC)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CC(=O)C3=C2C=CC(=C3O)OC)C)C
• InChI: InChI=1S/C18H24O3/c1-17(2)8-5-9-18(3)11-6-7-13(21-4)16(20)15(11)12(19)10-14(17)18/h6-7,14,20H,5,8-10H2,1-4H3
• InChI Key: QTGLOJUXJHYWNY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₃
• Molecular Weight: 288.40 g/mol
• Exact Mass: 288.17254462 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.07
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.8983	89.83%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8742	87.42%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8927	89.27%
OATP1B3 inhibitior	+	0.9658	96.58%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5322	53.22%
P-glycoprotein inhibitior	-	0.8730	87.30%
P-glycoprotein substrate	-	0.8741	87.41%
CYP3A4 substrate	+	0.6125	61.25%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.7955	79.55%
CYP3A4 inhibition	-	0.7724	77.24%
CYP2C9 inhibition	-	0.6635	66.35%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.9423	94.23%
CYP1A2 inhibition	+	0.8577	85.77%
CYP2C8 inhibition	+	0.5138	51.38%
CYP inhibitory promiscuity	-	0.9121	91.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8720	87.20%
Carcinogenicity (trinary)	Non-required	0.5659	56.59%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.6187	61.87%
Skin irritation	-	0.5897	58.97%
Skin corrosion	-	0.9546	95.46%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4528	45.28%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6193	61.93%
skin sensitisation	-	0.8782	87.82%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6439	64.39%
Acute Oral Toxicity (c)	III	0.6642	66.42%
Estrogen receptor binding	+	0.5698	56.98%
Androgen receptor binding	+	0.5546	55.46%
Thyroid receptor binding	+	0.7175	71.75%
Glucocorticoid receptor binding	+	0.6026	60.26%
Aromatase binding	+	0.5957	59.57%
PPAR gamma	+	0.8271	82.71%
Honey bee toxicity	-	0.8317	83.17%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6149	61.49%
Fish aquatic toxicity	+	0.9880	98.80%

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	97.95%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.77%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.06%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.66%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.60%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.13%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.94%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.68%	85.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.51%	93.99%
CHEMBL1937	Q92769	Histone deacetylase 2	86.02%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.73%	82.69%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.40%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.77%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.60%	97.09%

Plants that contains it

• Taiwania cryptomerioides

Cross-Links

• PubChem: 85205695
• LOTUS: LTS0105955
• wikiData: Q105227708