18-Hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadec-4-ene-6,15-dione

Details

• Internal ID: 062dc63a-5560-4a5e-a0c3-8804fa091129
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
• IUPAC Name: 18-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadec-4-ene-6,15-dione
• SMILES (Canonical): CC1(C2CCC3C4(CCC(=O)C4(CC(C35C2(C5)C=CC1=O)O)C)C)C
• SMILES (Isomeric): CC1(C2CCC3C4(CCC(=O)C4(CC(C35C2(C5)C=CC1=O)O)C)C)C
• InChI: InChI=1S/C22H30O3/c1-18(2)13-5-6-14-19(3)9-7-16(24)20(19,4)11-17(25)22(14)12-21(13,22)10-8-15(18)23/h8,10,13-14,17,25H,5-7,9,11-12H2,1-4H3
• InChI Key: WDERTWRXKAEKCP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₃
• Molecular Weight: 342.50 g/mol
• Exact Mass: 342.21949481 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.69
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.6655	66.55%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8056	80.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9108	91.08%
OATP1B3 inhibitior	+	0.9502	95.02%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.7000	70.00%
BSEP inhibitior	-	0.5538	55.38%
P-glycoprotein inhibitior	-	0.7761	77.61%
P-glycoprotein substrate	-	0.8232	82.32%
CYP3A4 substrate	+	0.6388	63.88%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.8583	85.83%
CYP3A4 inhibition	-	0.7471	74.71%
CYP2C9 inhibition	-	0.6944	69.44%
CYP2C19 inhibition	-	0.7757	77.57%
CYP2D6 inhibition	-	0.9605	96.05%
CYP1A2 inhibition	-	0.8630	86.30%
CYP2C8 inhibition	-	0.6200	62.00%
CYP inhibitory promiscuity	-	0.9330	93.30%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6264	62.64%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9830	98.30%
Skin irritation	+	0.6048	60.48%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3753	37.53%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5945	59.45%
skin sensitisation	-	0.6211	62.11%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7368	73.68%
Acute Oral Toxicity (c)	II	0.5138	51.38%
Estrogen receptor binding	+	0.8276	82.76%
Androgen receptor binding	+	0.6859	68.59%
Thyroid receptor binding	+	0.8222	82.22%
Glucocorticoid receptor binding	+	0.8029	80.29%
Aromatase binding	+	0.8184	81.84%
PPAR gamma	-	0.6009	60.09%
Honey bee toxicity	-	0.9029	90.29%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9928	99.28%

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	94.78%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.63%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.27%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	89.90%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.61%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.85%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.39%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	85.35%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.04%	82.69%
CHEMBL1951	P21397	Monoamine oxidase A	81.17%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.04%	89.00%
CHEMBL259	P32245	Melanocortin receptor 4	80.76%	95.38%
CHEMBL1944	P08473	Neprilysin	80.21%	92.63%

Plants that contains it

• Buxus papillosa

Cross-Links

• PubChem: 85127662
• LOTUS: LTS0129211
• wikiData: Q105302309