8-Hydroxy-5,9,14-trimethyl-15-oxotetracyclo[11.2.1.01,10.04,9]hexadec-10-ene-5-carboxylic acid

Details

• Internal ID: d0bb0cfc-69c4-4ae9-9d3e-ae79a0b0b517
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 8-hydroxy-5,9,14-trimethyl-15-oxotetracyclo[11.2.1.01,10.04,9]hexadec-10-ene-5-carboxylic acid
• SMILES (Canonical): CC1C2CC=C3C4(C(CCC3(C2)C1=O)C(CCC4O)(C)C(=O)O)C
• SMILES (Isomeric): CC1C2CC=C3C4(C(CCC3(C2)C1=O)C(CCC4O)(C)C(=O)O)C
• InChI: InChI=1S/C20H28O4/c1-11-12-4-5-14-19(3)13(6-9-20(14,10-12)16(11)22)18(2,17(23)24)8-7-15(19)21/h5,11-13,15,21H,4,6-10H2,1-3H3,(H,23,24)
• InChI Key: GBYPPFCCRPMEJG-UHFFFAOYSA-N
• Popularity: 0 references 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: 2.40
• Atomic LogP (AlogP): 3.19
• 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	+	0.9919	99.19%
Caco-2	+	0.5418	54.18%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8350	83.50%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9172	91.72%
OATP1B3 inhibitior	+	0.8017	80.17%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5376	53.76%
BSEP inhibitior	-	0.8167	81.67%
P-glycoprotein inhibitior	-	0.8053	80.53%
P-glycoprotein substrate	-	0.7155	71.55%
CYP3A4 substrate	+	0.6392	63.92%
CYP2C9 substrate	-	0.8299	82.99%
CYP2D6 substrate	-	0.8471	84.71%
CYP3A4 inhibition	-	0.8868	88.68%
CYP2C9 inhibition	-	0.8762	87.62%
CYP2C19 inhibition	-	0.9482	94.82%
CYP2D6 inhibition	-	0.9551	95.51%
CYP1A2 inhibition	-	0.8472	84.72%
CYP2C8 inhibition	-	0.7529	75.29%
CYP inhibitory promiscuity	-	0.9586	95.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6260	62.60%
Eye corrosion	-	0.9953	99.53%
Eye irritation	-	0.9499	94.99%
Skin irritation	+	0.7274	72.74%
Skin corrosion	-	0.9427	94.27%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7178	71.78%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5967	59.67%
skin sensitisation	-	0.7184	71.84%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	+	0.5849	58.49%
Acute Oral Toxicity (c)	III	0.5669	56.69%
Estrogen receptor binding	+	0.8129	81.29%
Androgen receptor binding	+	0.6200	62.00%
Thyroid receptor binding	+	0.6927	69.27%
Glucocorticoid receptor binding	+	0.6721	67.21%
Aromatase binding	-	0.5215	52.15%
PPAR gamma	-	0.5307	53.07%
Honey bee toxicity	-	0.8828	88.28%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
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	91.89%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	90.09%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.66%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.24%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.16%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.94%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.15%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.00%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.91%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.38%	99.23%

Plants that contains it

• Adenostemma brasilianum

Cross-Links

• PubChem: 162920796
• LOTUS: LTS0022546
• wikiData: Q105006150