(1R,4S,5R,8S,9R)-4-methoxy-2,5,9-trimethyltricyclo[6.3.0.01,5]undec-2-ene-3-carboxylic acid

Details

• Internal ID: 35fff0c6-d189-4c3c-8dfb-79b57ee4b126
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Angular triquinanes
• IUPAC Name: (1R,4S,5R,8S,9R)-4-methoxy-2,5,9-trimethyltricyclo[6.3.0.01,5]undec-2-ene-3-carboxylic acid
• InChI: InChI=1S/C16H24O3/c1-9-5-8-16-10(2)12(14(17)18)13(19-4)15(16,3)7-6-11(9)16/h9,11,13H,5-8H2,1-4H3,(H,17,18)/t9-,11+,13-,15+,16+/m1/s1
• InChI Key: JRFWRMCTZCWPFA-IBRGLHJFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₃
• Molecular Weight: 264.36 g/mol
• Exact Mass: 264.17254462 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.25
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.8504	85.04%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6347	63.47%
OATP2B1 inhibitior	-	0.8487	84.87%
OATP1B1 inhibitior	+	0.8876	88.76%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9091	90.91%
P-glycoprotein inhibitior	-	0.8212	82.12%
P-glycoprotein substrate	-	0.9038	90.38%
CYP3A4 substrate	+	0.6180	61.80%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.9055	90.55%
CYP3A4 inhibition	-	0.8828	88.28%
CYP2C9 inhibition	-	0.7840	78.40%
CYP2C19 inhibition	-	0.8297	82.97%
CYP2D6 inhibition	-	0.9581	95.81%
CYP1A2 inhibition	-	0.5402	54.02%
CYP2C8 inhibition	-	0.6502	65.02%
CYP inhibitory promiscuity	-	0.9471	94.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5187	51.87%
Eye corrosion	-	0.9805	98.05%
Eye irritation	-	0.6273	62.73%
Skin irritation	+	0.5922	59.22%
Skin corrosion	-	0.9734	97.34%
Ames mutagenesis	-	0.8054	80.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5404	54.04%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6084	60.84%
skin sensitisation	-	0.6158	61.58%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8308	83.08%
Acute Oral Toxicity (c)	III	0.4133	41.33%
Estrogen receptor binding	-	0.7224	72.24%
Androgen receptor binding	+	0.6913	69.13%
Thyroid receptor binding	+	0.5490	54.90%
Glucocorticoid receptor binding	-	0.6077	60.77%
Aromatase binding	-	0.7001	70.01%
PPAR gamma	-	0.5157	51.57%
Honey bee toxicity	-	0.7779	77.79%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9817	98.17%

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	95.81%	96.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.02%	89.05%
CHEMBL1937	Q92769	Histone deacetylase 2	86.44%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.19%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.77%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.77%	97.25%
CHEMBL5028	O14672	ADAM10	80.27%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.08%	97.09%

Plants that contains it

• Artemisia chamaemelifolia

Cross-Links

• PubChem: 15275087
• LOTUS: LTS0109216
• wikiData: Q105133888