4,8-dihydroxy-1-(hydroxymethyl)-7-methoxy-1,4a-dimethyl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one

Details

• Internal ID: 2cc2e2c8-de5a-46ce-a21b-4ac901959ebd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 4,8-dihydroxy-1-(hydroxymethyl)-7-methoxy-1,4a-dimethyl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one
• SMILES (Canonical): CC1(CCC(C2(C1CC(=O)C3=C2C=CC(=C3O)OC)C)O)CO
• SMILES (Isomeric): CC1(CCC(C2(C1CC(=O)C3=C2C=CC(=C3O)OC)C)O)CO
• InChI: InChI=1S/C18H24O5/c1-17(9-19)7-6-14(21)18(2)10-4-5-12(23-3)16(22)15(10)11(20)8-13(17)18/h4-5,13-14,19,21-22H,6-9H2,1-3H3
• InChI Key: NXDPHEXBZKRMFI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₅
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.16237386 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.01
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.8391	83.91%
Blood Brain Barrier	-	0.6615	66.15%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8501	85.01%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8338	83.38%
OATP1B3 inhibitior	-	0.2127	21.27%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8292	82.92%
BSEP inhibitior	-	0.5093	50.93%
P-glycoprotein inhibitior	-	0.8626	86.26%
P-glycoprotein substrate	-	0.6940	69.40%
CYP3A4 substrate	+	0.6731	67.31%
CYP2C9 substrate	-	0.7992	79.92%
CYP2D6 substrate	-	0.8046	80.46%
CYP3A4 inhibition	+	0.5077	50.77%
CYP2C9 inhibition	-	0.7241	72.41%
CYP2C19 inhibition	-	0.7551	75.51%
CYP2D6 inhibition	-	0.9574	95.74%
CYP1A2 inhibition	+	0.8382	83.82%
CYP2C8 inhibition	+	0.4768	47.68%
CYP inhibitory promiscuity	-	0.9144	91.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.7056	70.56%
Eye corrosion	-	0.9944	99.44%
Eye irritation	-	0.7343	73.43%
Skin irritation	-	0.6785	67.85%
Skin corrosion	-	0.9694	96.94%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4944	49.44%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6573	65.73%
skin sensitisation	-	0.9044	90.44%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6695	66.95%
Acute Oral Toxicity (c)	III	0.5993	59.93%
Estrogen receptor binding	+	0.6795	67.95%
Androgen receptor binding	+	0.5744	57.44%
Thyroid receptor binding	+	0.6320	63.20%
Glucocorticoid receptor binding	+	0.7360	73.60%
Aromatase binding	+	0.6135	61.35%
PPAR gamma	+	0.7324	73.24%
Honey bee toxicity	-	0.7720	77.20%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6349	63.49%
Fish aquatic toxicity	+	0.9640	96.40%

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	98.18%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.04%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.27%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.84%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.81%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.18%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.88%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.75%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	87.18%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.91%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.15%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.06%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.06%	89.00%
CHEMBL1871	P10275	Androgen Receptor	80.84%	96.43%

Plants that contains it

• Taiwania cryptomerioides

Cross-Links

• PubChem: 162884725
• LOTUS: LTS0217970
• wikiData: Q105187121