13-Hydroxy-5,5,9,13-tetramethyltetracyclo[10.2.2.01,10.04,9]hexadecan-6-one

Details

• Internal ID: 798156ce-72c2-4436-93cd-3b6f62726e16
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
• IUPAC Name: 13-hydroxy-5,5,9,13-tetramethyltetracyclo[10.2.2.01,10.04,9]hexadecan-6-one
• SMILES (Canonical): CC1(C2CCC34CCC(CC3C2(CCC1=O)C)C(C4)(C)O)C
• SMILES (Isomeric): CC1(C2CCC34CCC(CC3C2(CCC1=O)C)C(C4)(C)O)C
• InChI: InChI=1S/C20H32O2/c1-17(2)14-6-10-20-9-5-13(19(4,22)12-20)11-15(20)18(14,3)8-7-16(17)21/h13-15,22H,5-12H2,1-4H3
• InChI Key: NUMNTZPYURRGMF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.35
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	+	0.8113	81.13%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7721	77.21%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9261	92.61%
OATP1B3 inhibitior	+	0.9811	98.11%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.5820	58.20%
P-glycoprotein inhibitior	-	0.6676	66.76%
P-glycoprotein substrate	-	0.8494	84.94%
CYP3A4 substrate	+	0.6016	60.16%
CYP2C9 substrate	-	0.6440	64.40%
CYP2D6 substrate	-	0.8023	80.23%
CYP3A4 inhibition	-	0.8637	86.37%
CYP2C9 inhibition	-	0.7599	75.99%
CYP2C19 inhibition	-	0.8480	84.80%
CYP2D6 inhibition	-	0.9682	96.82%
CYP1A2 inhibition	-	0.6719	67.19%
CYP2C8 inhibition	-	0.8341	83.41%
CYP inhibitory promiscuity	-	0.9671	96.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6536	65.36%
Eye corrosion	-	0.9782	97.82%
Eye irritation	-	0.6601	66.01%
Skin irritation	+	0.6696	66.96%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5549	55.49%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.6072	60.72%
skin sensitisation	+	0.5716	57.16%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.4685	46.85%
Acute Oral Toxicity (c)	III	0.8289	82.89%
Estrogen receptor binding	+	0.8762	87.62%
Androgen receptor binding	+	0.5800	58.00%
Thyroid receptor binding	+	0.6512	65.12%
Glucocorticoid receptor binding	+	0.7572	75.72%
Aromatase binding	+	0.6811	68.11%
PPAR gamma	-	0.5389	53.89%
Honey bee toxicity	-	0.8872	88.72%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9563	95.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.11%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.23%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.67%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.52%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.17%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	89.16%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.78%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.21%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	86.14%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.28%	96.09%
CHEMBL284	P27487	Dipeptidyl peptidase IV	81.18%	95.69%
CHEMBL2581	P07339	Cathepsin D	80.90%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.84%	96.38%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 162954589
• LOTUS: LTS0130122
• wikiData: Q105185943