3,4,16-Trihydroxy-5,5,14-trimethyl-9-methylidenetetracyclo[11.2.1.01,10.04,8]hexadec-14-en-6-one

Details

• Internal ID: 6ff51655-f83b-4811-90fb-3b5b47a9a2c1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: 3,4,16-trihydroxy-5,5,14-trimethyl-9-methylidenetetracyclo[11.2.1.01,10.04,8]hexadec-14-en-6-one
• SMILES (Canonical): CC1=CC23CC(C4(C(CC(=O)C4(C)C)C(=C)C2CCC1C3O)O)O
• SMILES (Isomeric): CC1=CC23CC(C4(C(CC(=O)C4(C)C)C(=C)C2CCC1C3O)O)O
• InChI: InChI=1S/C20H28O4/c1-10-8-19-9-16(22)20(24)14(7-15(21)18(20,3)4)11(2)13(19)6-5-12(10)17(19)23/h8,12-14,16-17,22-24H,2,5-7,9H2,1,3-4H3
• InChI Key: PXBSRTRBLUYJQB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9857	98.57%
Caco-2	-	0.6695	66.95%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7318	73.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8939	89.39%
OATP1B3 inhibitior	+	0.8735	87.35%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6321	63.21%
BSEP inhibitior	-	0.6240	62.40%
P-glycoprotein inhibitior	-	0.8495	84.95%
P-glycoprotein substrate	-	0.7462	74.62%
CYP3A4 substrate	+	0.6355	63.55%
CYP2C9 substrate	-	0.8167	81.67%
CYP2D6 substrate	-	0.8173	81.73%
CYP3A4 inhibition	-	0.9015	90.15%
CYP2C9 inhibition	-	0.6714	67.14%
CYP2C19 inhibition	-	0.6474	64.74%
CYP2D6 inhibition	-	0.9362	93.62%
CYP1A2 inhibition	-	0.7347	73.47%
CYP2C8 inhibition	-	0.8008	80.08%
CYP inhibitory promiscuity	-	0.9602	96.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6268	62.68%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9622	96.22%
Skin irritation	+	0.5721	57.21%
Skin corrosion	-	0.9310	93.10%
Ames mutagenesis	-	0.7654	76.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5606	56.06%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.6138	61.38%
skin sensitisation	-	0.6568	65.68%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.7078	70.78%
Acute Oral Toxicity (c)	I	0.3637	36.37%
Estrogen receptor binding	+	0.7686	76.86%
Androgen receptor binding	+	0.6884	68.84%
Thyroid receptor binding	+	0.6796	67.96%
Glucocorticoid receptor binding	+	0.8775	87.75%
Aromatase binding	+	0.6289	62.89%
PPAR gamma	-	0.5777	57.77%
Honey bee toxicity	-	0.8065	80.65%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9845	98.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	89.99%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.85%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.21%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	88.86%	90.17%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.41%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.62%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.59%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	84.22%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.79%	82.69%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.54%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.21%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.89%	91.11%
CHEMBL1902	P62942	FK506-binding protein 1A	80.78%	97.05%

Plants that contains it

• Leucothoe grayana

Cross-Links

• PubChem: 163040614
• LOTUS: LTS0031670
• wikiData: Q105216095