2-Hydroxy-5,9,14-trimethyl-15-oxapentacyclo[11.3.1.01,10.04,9.014,16]heptadecane-5-carboxylic acid

Details

• Internal ID: 300ac023-db63-4ef1-aa43-f7881c3ffe79
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 2-hydroxy-5,9,14-trimethyl-15-oxapentacyclo[11.3.1.01,10.04,9.014,16]heptadecane-5-carboxylic acid
• SMILES (Canonical): CC12CCCC(C1CC(C34C2CCC(C3)C5(C4O5)C)O)(C)C(=O)O
• SMILES (Isomeric): CC12CCCC(C1CC(C34C2CCC(C3)C5(C4O5)C)O)(C)C(=O)O
• InChI: InChI=1S/C20H30O4/c1-17-7-4-8-18(2,16(22)23)13(17)9-14(21)20-10-11(5-6-12(17)20)19(3)15(20)24-19/h11-15,21H,4-10H2,1-3H3,(H,22,23)
• InChI Key: JRTJMHJAKRSTRL-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): 70.10 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.22
• 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	+	0.9606	96.06%
Caco-2	+	0.6733	67.33%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5689	56.89%
OATP2B1 inhibitior	-	0.8636	86.36%
OATP1B1 inhibitior	+	0.8790	87.90%
OATP1B3 inhibitior	+	0.8893	88.93%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8321	83.21%
BSEP inhibitior	-	0.6413	64.13%
P-glycoprotein inhibitior	-	0.7779	77.79%
P-glycoprotein substrate	-	0.7592	75.92%
CYP3A4 substrate	+	0.6387	63.87%
CYP2C9 substrate	-	0.6334	63.34%
CYP2D6 substrate	-	0.8308	83.08%
CYP3A4 inhibition	-	0.8339	83.39%
CYP2C9 inhibition	-	0.7807	78.07%
CYP2C19 inhibition	-	0.8353	83.53%
CYP2D6 inhibition	-	0.9557	95.57%
CYP1A2 inhibition	-	0.5696	56.96%
CYP2C8 inhibition	-	0.6883	68.83%
CYP inhibitory promiscuity	-	0.9843	98.43%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6824	68.24%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9256	92.56%
Skin irritation	-	0.5449	54.49%
Skin corrosion	-	0.9038	90.38%
Ames mutagenesis	-	0.7337	73.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6904	69.04%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.7655	76.55%
skin sensitisation	-	0.8397	83.97%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.5769	57.69%
Acute Oral Toxicity (c)	III	0.4193	41.93%
Estrogen receptor binding	+	0.8295	82.95%
Androgen receptor binding	+	0.5738	57.38%
Thyroid receptor binding	+	0.7290	72.90%
Glucocorticoid receptor binding	+	0.8121	81.21%
Aromatase binding	+	0.7319	73.19%
PPAR gamma	-	0.5409	54.09%
Honey bee toxicity	-	0.8536	85.36%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8961	89.61%

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	90.47%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	88.52%	98.10%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.31%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	85.82%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.16%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.26%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.11%	93.04%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.84%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.37%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.72%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.43%	100.00%

Plants that contains it

• Plectranthus fruticosus

Cross-Links

• PubChem: 74022810
• LOTUS: LTS0081804
• wikiData: Q105134093