2,11,16-Trihydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-8,15-dione

Details

• Internal ID: 152447bc-8b89-4c5c-9f1e-c75eb2c81bf3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 2,11,16-trihydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-8,15-dione
• SMILES (Canonical): CC1(CCC(=O)C2(C1CC(C34C2C(CC(C3O)C(=C)C4=O)O)O)C)C
• SMILES (Isomeric): CC1(CCC(=O)C2(C1CC(C34C2C(CC(C3O)C(=C)C4=O)O)O)C)C
• InChI: InChI=1S/C20H28O5/c1-9-10-7-11(21)15-19(4)12(18(2,3)6-5-13(19)22)8-14(23)20(15,16(9)24)17(10)25/h10-12,14-15,17,21,23,25H,1,5-8H2,2-4H3
• InChI Key: KDECXSAOPHZRBA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.25
• H-Bond Acceptor: 5
• 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	+	0.9877	98.77%
Caco-2	-	0.5785	57.85%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6618	66.18%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8778	87.78%
OATP1B3 inhibitior	-	0.3612	36.12%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5853	58.53%
BSEP inhibitior	-	0.8363	83.63%
P-glycoprotein inhibitior	-	0.8268	82.68%
P-glycoprotein substrate	-	0.8162	81.62%
CYP3A4 substrate	+	0.6413	64.13%
CYP2C9 substrate	-	0.7722	77.22%
CYP2D6 substrate	-	0.8285	82.85%
CYP3A4 inhibition	-	0.7969	79.69%
CYP2C9 inhibition	-	0.7112	71.12%
CYP2C19 inhibition	-	0.8512	85.12%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.8730	87.30%
CYP2C8 inhibition	-	0.6891	68.91%
CYP inhibitory promiscuity	-	0.9046	90.46%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6418	64.18%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9114	91.14%
Skin irritation	+	0.5730	57.30%
Skin corrosion	-	0.9331	93.31%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7898	78.98%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5213	52.13%
skin sensitisation	-	0.6816	68.16%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.5284	52.84%
Acute Oral Toxicity (c)	I	0.6582	65.82%
Estrogen receptor binding	+	0.6353	63.53%
Androgen receptor binding	+	0.5859	58.59%
Thyroid receptor binding	+	0.5376	53.76%
Glucocorticoid receptor binding	+	0.7213	72.13%
Aromatase binding	+	0.6515	65.15%
PPAR gamma	-	0.5559	55.59%
Honey bee toxicity	-	0.7497	74.97%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9971	99.71%

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	94.44%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.52%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.49%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.36%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.31%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.94%	95.56%
CHEMBL299	P17252	Protein kinase C alpha	85.01%	98.03%
CHEMBL1937	Q92769	Histone deacetylase 2	83.99%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.99%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.89%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.25%	96.38%

Plants that contains it

• Isodon phyllostachys

Cross-Links

• PubChem: 73236014
• LOTUS: LTS0069121
• wikiData: Q105139105