10-Hydroxy-12,12-dimethyl-6-methylidene-14-oxapentacyclo[11.2.2.15,8.01,11.02,8]octadecane-7,9,16-trione

Details

• Internal ID: f7ce0aec-aae1-414a-bd59-a9d97bb79f45
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 10-hydroxy-12,12-dimethyl-6-methylidene-14-oxapentacyclo[11.2.2.15,8.01,11.02,8]octadecane-7,9,16-trione
• SMILES (Canonical): CC1(C2CC(=O)C3(C1C(C(=O)C45C3CCC(C4)C(=C)C5=O)O)CO2)C
• SMILES (Isomeric): CC1(C2CC(=O)C3(C1C(C(=O)C45C3CCC(C4)C(=C)C5=O)O)CO2)C
• InChI: InChI=1S/C20H24O5/c1-9-10-4-5-11-19(7-10,16(9)23)17(24)14(22)15-18(2,3)13-6-12(21)20(11,15)8-25-13/h10-11,13-15,22H,1,4-8H2,2-3H3
• InChI Key: LWOAEMJVKDXOEG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 5
• 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	+	0.9679	96.79%
Caco-2	+	0.5186	51.86%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8123	81.23%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.8873	88.73%
OATP1B3 inhibitior	+	0.9666	96.66%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5448	54.48%
BSEP inhibitior	-	0.8334	83.34%
P-glycoprotein inhibitior	-	0.7730	77.30%
P-glycoprotein substrate	-	0.6328	63.28%
CYP3A4 substrate	+	0.6359	63.59%
CYP2C9 substrate	-	0.7825	78.25%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.9220	92.20%
CYP2C9 inhibition	-	0.8439	84.39%
CYP2C19 inhibition	-	0.8783	87.83%
CYP2D6 inhibition	-	0.9222	92.22%
CYP1A2 inhibition	-	0.6964	69.64%
CYP2C8 inhibition	-	0.6178	61.78%
CYP inhibitory promiscuity	-	0.9374	93.74%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6841	68.41%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.8674	86.74%
Skin irritation	-	0.5646	56.46%
Skin corrosion	-	0.9148	91.48%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7720	77.20%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7717	77.17%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.8139	81.39%
Acute Oral Toxicity (c)	III	0.5093	50.93%
Estrogen receptor binding	+	0.8564	85.64%
Androgen receptor binding	+	0.6179	61.79%
Thyroid receptor binding	+	0.5527	55.27%
Glucocorticoid receptor binding	+	0.7952	79.52%
Aromatase binding	+	0.6497	64.97%
PPAR gamma	+	0.5854	58.54%
Honey bee toxicity	-	0.7656	76.56%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9782	97.82%

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	94.75%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.36%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.53%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.80%	96.09%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.74%	85.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.76%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.95%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.70%	92.94%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.96%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.57%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	80.03%	94.75%

Plants that contains it

• Isodon eriocalyx

Cross-Links

• PubChem: 73099200
• LOTUS: LTS0057214
• wikiData: Q105158436