(1S,3S,8R,11R,12S,16S)-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadec-4-ene-6,15-dione

Details

• Internal ID: b7426f5d-20f5-41ac-b790-874573dcdd37
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
• IUPAC Name: (1S,3S,8R,11R,12S,16S)-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(CCC35C2(C5)C=CC1=O)C)C)C
• SMILES (Isomeric): C[C@@]12CCC(=O)[C@]1(CC[C@]34[C@@H]2CC[C@@H]5[C@]3(C4)C=CC(=O)C5(C)C)C
• InChI: InChI=1S/C22H30O2/c1-18(2)14-5-6-15-19(3)9-7-17(24)20(19,4)11-12-22(15)13-21(14,22)10-8-16(18)23/h8,10,14-15H,5-7,9,11-13H2,1-4H3/t14-,15+,19-,20+,21+,22-/m0/s1
• InChI Key: IPQPOTJMSXPTKA-LXWCWMBHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₂
• Molecular Weight: 326.50 g/mol
• Exact Mass: 326.224580195 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.72
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.7119	71.19%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6500	65.00%
OATP2B1 inhibitior	-	0.8673	86.73%
OATP1B1 inhibitior	+	0.8888	88.88%
OATP1B3 inhibitior	+	0.9698	96.98%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.5663	56.63%
P-glycoprotein inhibitior	-	0.6408	64.08%
P-glycoprotein substrate	-	0.8535	85.35%
CYP3A4 substrate	+	0.5927	59.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8628	86.28%
CYP3A4 inhibition	-	0.8673	86.73%
CYP2C9 inhibition	-	0.8033	80.33%
CYP2C19 inhibition	-	0.6355	63.55%
CYP2D6 inhibition	-	0.9569	95.69%
CYP1A2 inhibition	-	0.8204	82.04%
CYP2C8 inhibition	-	0.6607	66.07%
CYP inhibitory promiscuity	-	0.8838	88.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5788	57.88%
Eye corrosion	-	0.9804	98.04%
Eye irritation	-	0.9660	96.60%
Skin irritation	+	0.5451	54.51%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7157	71.57%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5514	55.14%
skin sensitisation	+	0.6952	69.52%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5945	59.45%
Acute Oral Toxicity (c)	III	0.5504	55.04%
Estrogen receptor binding	+	0.7921	79.21%
Androgen receptor binding	+	0.6885	68.85%
Thyroid receptor binding	+	0.8207	82.07%
Glucocorticoid receptor binding	+	0.8042	80.42%
Aromatase binding	+	0.7729	77.29%
PPAR gamma	-	0.5101	51.01%
Honey bee toxicity	-	0.8917	89.17%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9906	99.06%

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	94.02%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.49%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.55%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	87.67%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.45%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.18%	97.09%
CHEMBL1944	P08473	Neprilysin	86.75%	92.63%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.22%	93.99%
CHEMBL1951	P21397	Monoamine oxidase A	85.82%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.31%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	84.60%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.35%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.40%	96.09%

Plants that contains it

• Buxus papillosa

Cross-Links

• PubChem: 163049064
• LOTUS: LTS0049198
• wikiData: Q105117405