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

Details

• Internal ID: affc9149-960d-460b-9877-40cfb806aa7f
• 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]hexadecane-5-carboxylic acid
• SMILES (Canonical): CC1C2CCC3C4(C(CCC3(C2)C1=O)C(CCC4O)(C)C(=O)O)C
• SMILES (Isomeric): CC1C2CCC3C4(C(CCC3(C2)C1=O)C(CCC4O)(C)C(=O)O)C
• InChI: InChI=1S/C20H30O4/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/h11-15,21H,4-10H2,1-3H3,(H,23,24)
• InChI Key: XHCODSGXWCNFQS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.27
• 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	+	0.9795	97.95%
Caco-2	+	0.5608	56.08%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7944	79.44%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9162	91.62%
OATP1B3 inhibitior	+	0.9193	91.93%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	-	0.7675	76.75%
P-glycoprotein inhibitior	-	0.7489	74.89%
P-glycoprotein substrate	-	0.7374	73.74%
CYP3A4 substrate	+	0.6470	64.70%
CYP2C9 substrate	-	0.8235	82.35%
CYP2D6 substrate	-	0.8377	83.77%
CYP3A4 inhibition	-	0.8768	87.68%
CYP2C9 inhibition	-	0.9024	90.24%
CYP2C19 inhibition	-	0.9552	95.52%
CYP2D6 inhibition	-	0.9731	97.31%
CYP1A2 inhibition	-	0.8088	80.88%
CYP2C8 inhibition	-	0.8608	86.08%
CYP inhibitory promiscuity	-	0.9876	98.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7056	70.56%
Eye corrosion	-	0.9942	99.42%
Eye irritation	-	0.8559	85.59%
Skin irritation	+	0.7078	70.78%
Skin corrosion	-	0.9120	91.20%
Ames mutagenesis	-	0.7628	76.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.7519	75.19%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6648	66.48%
skin sensitisation	-	0.8310	83.10%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.5870	58.70%
Acute Oral Toxicity (c)	III	0.4841	48.41%
Estrogen receptor binding	+	0.8676	86.76%
Androgen receptor binding	+	0.5642	56.42%
Thyroid receptor binding	+	0.6654	66.54%
Glucocorticoid receptor binding	+	0.7284	72.84%
Aromatase binding	+	0.5409	54.09%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9141	91.41%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9898	98.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.32%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.66%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.19%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	86.99%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.46%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.12%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.19%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.65%	100.00%

Plants that contains it

• Adenostemma brasilianum

Cross-Links

• PubChem: 163006856
• LOTUS: LTS0076571
• wikiData: Q105328018