7-Methoxy-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-1,4,8-triol

Details

• Internal ID: b28eb5c1-1c17-4ea0-9f54-e49a75e806d3
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 7-methoxy-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-1,4,8-triol
• SMILES (Canonical): CC1(CCC(C2(C1CCC3=C2C=CC(=C3O)OC)C)O)O
• SMILES (Isomeric): CC1(CCC(C2(C1CCC3=C2C=CC(=C3O)OC)C)O)O
• InChI: InChI=1S/C17H24O4/c1-16(20)9-8-14(18)17(2)11-5-6-12(21-3)15(19)10(11)4-7-13(16)17/h5-6,13-14,18-20H,4,7-9H2,1-3H3
• InChI Key: JENAOZFFOUZFKN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₄
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.16745924 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.8313	83.13%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7739	77.39%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.9299	92.99%
OATP1B3 inhibitior	+	0.8610	86.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9071	90.71%
BSEP inhibitior	-	0.6671	66.71%
P-glycoprotein inhibitior	-	0.9616	96.16%
P-glycoprotein substrate	-	0.7137	71.37%
CYP3A4 substrate	+	0.6700	67.00%
CYP2C9 substrate	+	0.6569	65.69%
CYP2D6 substrate	+	0.4266	42.66%
CYP3A4 inhibition	-	0.7179	71.79%
CYP2C9 inhibition	-	0.9008	90.08%
CYP2C19 inhibition	-	0.8417	84.17%
CYP2D6 inhibition	-	0.9439	94.39%
CYP1A2 inhibition	+	0.8747	87.47%
CYP2C8 inhibition	+	0.5400	54.00%
CYP inhibitory promiscuity	-	0.9210	92.10%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7100	71.00%
Carcinogenicity (trinary)	Non-required	0.6237	62.37%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.8948	89.48%
Skin irritation	-	0.5386	53.86%
Skin corrosion	-	0.9364	93.64%
Ames mutagenesis	-	0.7670	76.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4428	44.28%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8773	87.73%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7579	75.79%
Acute Oral Toxicity (c)	III	0.5294	52.94%
Estrogen receptor binding	+	0.5848	58.48%
Androgen receptor binding	-	0.5537	55.37%
Thyroid receptor binding	+	0.7400	74.00%
Glucocorticoid receptor binding	+	0.5796	57.96%
Aromatase binding	+	0.5200	52.00%
PPAR gamma	+	0.7303	73.03%
Honey bee toxicity	-	0.8628	86.28%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5851	58.51%
Fish aquatic toxicity	+	0.9796	97.96%

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	97.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.95%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.89%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.44%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.73%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.41%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.35%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.09%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.93%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.89%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.50%	93.99%

Plants that contains it

• Taiwania cryptomerioides

Cross-Links

• PubChem: 163024539
• LOTUS: LTS0180534
• wikiData: Q105126215