5,9,13-Trimethyl-6-(3-methylbut-2-enoyloxy)tetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-5-carboxylic acid

Details

• Internal ID: 1979d02a-ac6d-413f-8001-01f113af6a95
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5,9,13-trimethyl-6-(3-methylbut-2-enoyloxy)tetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-5-carboxylic acid
• SMILES (Canonical): CC(=CC(=O)OC1CCC2(C(C1(C)C(=O)O)CCC34C2CCC(C3)(C=C4)C)C)C
• SMILES (Isomeric): CC(=CC(=O)OC1CCC2(C(C1(C)C(=O)O)CCC34C2CCC(C3)(C=C4)C)C)C
• InChI: InChI=1S/C25H36O4/c1-16(2)14-20(26)29-19-8-10-23(4)17(24(19,5)21(27)28)7-11-25-13-12-22(3,15-25)9-6-18(23)25/h12-14,17-19H,6-11,15H2,1-5H3,(H,27,28)
• InChI Key: RRRHNFHOWMELHD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₆O₄
• Molecular Weight: 400.50 g/mol
• Exact Mass: 400.26135963 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 5.53
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	+	0.5952	59.52%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8143	81.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8835	88.35%
OATP1B3 inhibitior	-	0.2261	22.61%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9042	90.42%
P-glycoprotein inhibitior	+	0.6482	64.82%
P-glycoprotein substrate	-	0.7562	75.62%
CYP3A4 substrate	+	0.6516	65.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9039	90.39%
CYP3A4 inhibition	-	0.8736	87.36%
CYP2C9 inhibition	-	0.7338	73.38%
CYP2C19 inhibition	-	0.8413	84.13%
CYP2D6 inhibition	-	0.9615	96.15%
CYP1A2 inhibition	+	0.5146	51.46%
CYP2C8 inhibition	-	0.6390	63.90%
CYP inhibitory promiscuity	-	0.9205	92.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6054	60.54%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.9498	94.98%
Skin irritation	+	0.6473	64.73%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3650	36.50%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.6528	65.28%
skin sensitisation	-	0.6936	69.36%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.5977	59.77%
Acute Oral Toxicity (c)	I	0.4171	41.71%
Estrogen receptor binding	+	0.7246	72.46%
Androgen receptor binding	+	0.6590	65.90%
Thyroid receptor binding	+	0.5794	57.94%
Glucocorticoid receptor binding	+	0.8427	84.27%
Aromatase binding	+	0.7222	72.22%
PPAR gamma	+	0.6875	68.75%
Honey bee toxicity	-	0.7127	71.27%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
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
CHEMBL4040	P28482	MAP kinase ERK2	99.93%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.65%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.90%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	89.93%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.10%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.69%	93.00%
CHEMBL5028	O14672	ADAM10	84.35%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	82.54%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.16%	95.89%
CHEMBL2581	P07339	Cathepsin D	82.09%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.59%	97.14%

Plants that contains it

• Plectranthus saccatus

Cross-Links

• PubChem: 73239196
• LOTUS: LTS0050207
• wikiData: Q105244308