(1S)-1,7-dihydroxy-4-methoxy-1-(2-oxopropyl)phenanthren-2-one

Details

• Internal ID: af174546-bafe-40a0-8226-9f43a2ef53c7
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 16-oxosteroids
• IUPAC Name: (1S)-1,7-dihydroxy-4-methoxy-1-(2-oxopropyl)phenanthren-2-one
• SMILES (Canonical): CC(=O)CC1(C2=C(C3=C(C=C2)C=C(C=C3)O)C(=CC1=O)OC)O
• SMILES (Isomeric): CC(=O)C[C@@]1(C2=C(C3=C(C=C2)C=C(C=C3)O)C(=CC1=O)OC)O
• InChI: InChI=1S/C18H16O5/c1-10(19)9-18(22)14-6-3-11-7-12(20)4-5-13(11)17(14)15(23-2)8-16(18)21/h3-8,20,22H,9H2,1-2H3/t18-/m0/s1
• InChI Key: SWSOAHKDNLMNLA-SFHVURJKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.30 g/mol
• Exact Mass: 312.09977361 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.5951	59.51%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7296	72.96%
OATP2B1 inhibitior	-	0.5793	57.93%
OATP1B1 inhibitior	+	0.8746	87.46%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8310	83.10%
P-glycoprotein inhibitior	-	0.8061	80.61%
P-glycoprotein substrate	-	0.5595	55.95%
CYP3A4 substrate	+	0.5878	58.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8095	80.95%
CYP3A4 inhibition	-	0.6138	61.38%
CYP2C9 inhibition	-	0.6259	62.59%
CYP2C19 inhibition	-	0.6034	60.34%
CYP2D6 inhibition	-	0.6667	66.67%
CYP1A2 inhibition	+	0.6232	62.32%
CYP2C8 inhibition	+	0.6602	66.02%
CYP inhibitory promiscuity	-	0.6327	63.27%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9275	92.75%
Carcinogenicity (trinary)	Non-required	0.5567	55.67%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.7316	73.16%
Skin irritation	-	0.7505	75.05%
Skin corrosion	-	0.9370	93.70%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7556	75.56%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.5479	54.79%
skin sensitisation	-	0.7269	72.69%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.4496	44.96%
Acute Oral Toxicity (c)	III	0.5116	51.16%
Estrogen receptor binding	+	0.9038	90.38%
Androgen receptor binding	+	0.9073	90.73%
Thyroid receptor binding	+	0.5183	51.83%
Glucocorticoid receptor binding	+	0.8829	88.29%
Aromatase binding	+	0.8223	82.23%
PPAR gamma	+	0.8504	85.04%
Honey bee toxicity	-	0.8328	83.28%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9884	98.84%

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	99.57%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.88%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.20%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.62%	98.95%
CHEMBL4208	P20618	Proteasome component C5	91.59%	90.00%
CHEMBL2535	P11166	Glucose transporter	90.34%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.69%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.98%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	86.81%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.76%	99.17%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	85.49%	92.68%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.33%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.46%	91.19%

Plants that contains it

• Cremastra appendiculata

Cross-Links

• PubChem: 162955161
• LOTUS: LTS0267853
• wikiData: Q105262852