(1R,4S,5S,9S,10R,13S)-5,9,13-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-5-carboxylic acid

Details

• Internal ID: 102dc05e-ab61-4b01-855b-5e72c2779b5a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,4S,5S,9S,10R,13S)-5,9,13-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-5-carboxylic acid
• SMILES (Canonical): CC12CCC3C4(CCCC(C4CCC3(C1)C=C2)(C)C(=O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H]3[C@@]4(CCC[C@]([C@H]4CC[C@@]3(C1)C=C2)(C)C(=O)O)C
• InChI: InChI=1S/C20H30O2/c1-17-9-5-15-18(2)7-4-8-19(3,16(21)22)14(18)6-10-20(15,13-17)12-11-17/h11-12,14-15H,4-10,13H2,1-3H3,(H,21,22)/t14-,15+,17+,18+,19-,20-/m0/s1
• InChI Key: MVCPPAWXGSLXQJ-NRWMGAILSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.04
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.8718	87.18%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Plasma membrane	0.4362	43.62%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.8387	83.87%
OATP1B3 inhibitior	+	0.8122	81.22%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	+	0.7188	71.88%
P-glycoprotein inhibitior	-	0.7571	75.71%
P-glycoprotein substrate	-	0.8883	88.83%
CYP3A4 substrate	+	0.5592	55.92%
CYP2C9 substrate	-	0.5928	59.28%
CYP2D6 substrate	-	0.8581	85.81%
CYP3A4 inhibition	-	0.9276	92.76%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.5640	56.40%
CYP2D6 inhibition	-	0.9465	94.65%
CYP1A2 inhibition	-	0.5975	59.75%
CYP2C8 inhibition	-	0.8315	83.15%
CYP inhibitory promiscuity	-	0.9325	93.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5979	59.79%
Eye corrosion	-	0.9523	95.23%
Eye irritation	-	0.8770	87.70%
Skin irritation	-	0.6141	61.41%
Skin corrosion	-	0.9742	97.42%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5530	55.30%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6433	64.33%
skin sensitisation	+	0.5870	58.70%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5592	55.92%
Acute Oral Toxicity (c)	III	0.7938	79.38%
Estrogen receptor binding	+	0.7848	78.48%
Androgen receptor binding	+	0.5945	59.45%
Thyroid receptor binding	+	0.7225	72.25%
Glucocorticoid receptor binding	+	0.8097	80.97%
Aromatase binding	+	0.6472	64.72%
PPAR gamma	-	0.5904	59.04%
Honey bee toxicity	-	0.9150	91.50%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9972	99.72%

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	99.56%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.51%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.34%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.98%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.79%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	82.75%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.47%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.43%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.04%	91.19%

Plants that contains it

• Rhodanthe floribunda

Cross-Links

• PubChem: 162989720
• LOTUS: LTS0160438
• wikiData: Q105172922