Siderone

Details

• Internal ID: 3c4e8633-3375-4ce7-a570-e14e702e0a79
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 5-(hydroxymethyl)-5,9,14-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-2-one
• SMILES (Canonical): CC1=CC23CC1CCC2C4(CCCC(C4CC3=O)(C)CO)C
• SMILES (Isomeric): CC1=CC23CC1CCC2C4(CCCC(C4CC3=O)(C)CO)C
• InChI: InChI=1S/C20H30O2/c1-13-10-20-11-14(13)5-6-15(20)19(3)8-4-7-18(2,12-21)16(19)9-17(20)22/h10,14-16,21H,4-9,11-12H2,1-3H3
• InChI Key: CTULHRFLFQFJDU-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.13
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEBI:170108
• Ent-18-Hydroxy-15-kauren-7-one
• 5-(hydroxymethyl)-5,9,14-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.7993	79.93%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6103	61.03%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8746	87.46%
OATP1B3 inhibitior	+	0.9455	94.55%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6408	64.08%
BSEP inhibitior	+	0.7247	72.47%
P-glycoprotein inhibitior	-	0.7885	78.85%
P-glycoprotein substrate	-	0.8339	83.39%
CYP3A4 substrate	+	0.5924	59.24%
CYP2C9 substrate	-	0.8214	82.14%
CYP2D6 substrate	-	0.8045	80.45%
CYP3A4 inhibition	-	0.8294	82.94%
CYP2C9 inhibition	-	0.6445	64.45%
CYP2C19 inhibition	-	0.7081	70.81%
CYP2D6 inhibition	-	0.9207	92.07%
CYP1A2 inhibition	-	0.7829	78.29%
CYP2C8 inhibition	-	0.7661	76.61%
CYP inhibitory promiscuity	-	0.8020	80.20%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5979	59.79%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.8926	89.26%
Skin irritation	-	0.6471	64.71%
Skin corrosion	-	0.9742	97.42%
Ames mutagenesis	-	0.8054	80.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3985	39.85%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6098	60.98%
skin sensitisation	-	0.6866	68.66%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6888	68.88%
Acute Oral Toxicity (c)	III	0.7950	79.50%
Estrogen receptor binding	+	0.7775	77.75%
Androgen receptor binding	+	0.5689	56.89%
Thyroid receptor binding	+	0.7214	72.14%
Glucocorticoid receptor binding	+	0.8198	81.98%
Aromatase binding	+	0.6921	69.21%
PPAR gamma	-	0.5445	54.45%
Honey bee toxicity	-	0.9407	94.07%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9637	96.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	92.19%	94.75%
CHEMBL2581	P07339	Cathepsin D	91.66%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.49%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.13%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.09%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.49%	82.69%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.53%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.17%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.93%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.55%	94.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.09%	93.04%

Plants that contains it

• Sideritis syriaca

Cross-Links

• PubChem: 14681633
• LOTUS: LTS0040678
• wikiData: Q104970070