(1R,4S,9R,10S,13R)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-6,15-dione

Details

• Internal ID: 09072468-8d68-41c6-8049-8b958d62e46d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1R,4S,9R,10S,13R)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-6,15-dione
• SMILES (Canonical): CC1(C2CCC34CC(CCC3C2(CCC1=O)C)C(=C)C4=O)C
• SMILES (Isomeric): C[C@@]12CCC(=O)C([C@H]1CC[C@]34[C@H]2CC[C@H](C3)C(=C)C4=O)(C)C
• InChI: InChI=1S/C20H28O2/c1-12-13-5-6-15-19(4)9-8-16(21)18(2,3)14(19)7-10-20(15,11-13)17(12)22/h13-15H,1,5-11H2,2-4H3/t13-,14-,15+,19-,20-/m1/s1
• InChI Key: NIQFGHJOHILACS-CHGCTZGBSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.33
• 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	+	0.9967	99.67%
Caco-2	+	0.8087	80.87%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6478	64.78%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9284	92.84%
OATP1B3 inhibitior	+	0.8258	82.58%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.7775	77.75%
P-glycoprotein inhibitior	-	0.6094	60.94%
P-glycoprotein substrate	-	0.8840	88.40%
CYP3A4 substrate	+	0.6010	60.10%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	-	0.8329	83.29%
CYP3A4 inhibition	-	0.8537	85.37%
CYP2C9 inhibition	-	0.8271	82.71%
CYP2C19 inhibition	-	0.5701	57.01%
CYP2D6 inhibition	-	0.9510	95.10%
CYP1A2 inhibition	-	0.8383	83.83%
CYP2C8 inhibition	-	0.7893	78.93%
CYP inhibitory promiscuity	-	0.8200	82.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5303	53.03%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.7054	70.54%
Skin irritation	+	0.5439	54.39%
Skin corrosion	-	0.9624	96.24%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5054	50.54%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5926	59.26%
skin sensitisation	+	0.7165	71.65%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5896	58.96%
Acute Oral Toxicity (c)	III	0.6849	68.49%
Estrogen receptor binding	+	0.7783	77.83%
Androgen receptor binding	+	0.5421	54.21%
Thyroid receptor binding	+	0.6014	60.14%
Glucocorticoid receptor binding	+	0.7797	77.97%
Aromatase binding	+	0.5700	57.00%
PPAR gamma	+	0.5942	59.42%
Honey bee toxicity	-	0.8287	82.87%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9968	99.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.00%	96.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.79%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	89.27%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.91%	97.09%
CHEMBL259	P32245	Melanocortin receptor 4	87.04%	95.38%
CHEMBL204	P00734	Thrombin	86.35%	96.01%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.30%	82.69%
CHEMBL2581	P07339	Cathepsin D	84.59%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.33%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.76%	93.04%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.37%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.26%	95.56%

Plants that contains it

• Liochlaena subulata

Cross-Links

• PubChem: 102331303
• LOTUS: LTS0141930
• wikiData: Q105179947