10-Hydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

Details

• Internal ID: 1af7ecce-f51c-4a14-9e24-c138242c871c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 10-hydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
• SMILES (Canonical): CC1(CCCC2(C1CCC34C2(CCC(C3)C(=C)C4=O)O)C)C(=O)O
• SMILES (Isomeric): CC1(CCCC2(C1CCC34C2(CCC(C3)C(=C)C4=O)O)C)C(=O)O
• InChI: InChI=1S/C20H28O4/c1-12-13-5-10-20(24)18(3)8-4-7-17(2,16(22)23)14(18)6-9-19(20,11-13)15(12)21/h13-14,24H,1,4-11H2,2-3H3,(H,22,23)
• InChI Key: AURKCYFYZBQUIZ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.33
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9874	98.74%
Caco-2	+	0.7270	72.70%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7675	76.75%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8496	84.96%
OATP1B3 inhibitior	-	0.2383	23.83%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5669	56.69%
BSEP inhibitior	-	0.7275	72.75%
P-glycoprotein inhibitior	-	0.8440	84.40%
P-glycoprotein substrate	-	0.7761	77.61%
CYP3A4 substrate	+	0.6398	63.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8905	89.05%
CYP3A4 inhibition	-	0.8514	85.14%
CYP2C9 inhibition	-	0.8856	88.56%
CYP2C19 inhibition	-	0.9265	92.65%
CYP2D6 inhibition	-	0.9554	95.54%
CYP1A2 inhibition	-	0.8418	84.18%
CYP2C8 inhibition	-	0.8448	84.48%
CYP inhibitory promiscuity	-	0.9696	96.96%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5760	57.60%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.6604	66.04%
Skin irritation	+	0.6422	64.22%
Skin corrosion	-	0.9209	92.09%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6236	62.36%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5092	50.92%
skin sensitisation	-	0.7350	73.50%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.6959	69.59%
Acute Oral Toxicity (c)	I	0.4927	49.27%
Estrogen receptor binding	+	0.7630	76.30%
Androgen receptor binding	+	0.6816	68.16%
Thyroid receptor binding	+	0.6399	63.99%
Glucocorticoid receptor binding	+	0.7802	78.02%
Aromatase binding	+	0.6602	66.02%
PPAR gamma	+	0.6194	61.94%
Honey bee toxicity	-	0.9410	94.10%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.88%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.96%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.70%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.22%	97.25%
CHEMBL2581	P07339	Cathepsin D	84.51%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.39%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.04%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.99%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.92%	93.04%
CHEMBL5255	O00206	Toll-like receptor 4	81.39%	92.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.85%	93.00%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.58%	96.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.00%	99.23%

Plants that contains it

• Pteris semipinnata

Cross-Links

• PubChem: 124222286
• LOTUS: LTS0093187
• wikiData: Q104919098