(1R,2R,5S,7R,10S)-10-hydroxy-2,5,6,6-tetramethyltricyclo[5.3.1.01,5]undec-8-ene-8-carboxylic acid

Details

• Internal ID: b19d417e-601e-4da9-8b7d-5ea7d43b0cbf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Cedrane and isocedrane sesquiterpenoids
• IUPAC Name: (1R,2R,5S,7R,10S)-10-hydroxy-2,5,6,6-tetramethyltricyclo[5.3.1.01,5]undec-8-ene-8-carboxylic acid
• SMILES (Canonical): CC1CCC2(C13CC(C2(C)C)C(=CC3O)C(=O)O)C
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@@]13C[C@H](C2(C)C)C(=C[C@@H]3O)C(=O)O)C
• InChI: InChI=1S/C16H24O3/c1-9-5-6-15(4)14(2,3)11-8-16(9,15)12(17)7-10(11)13(18)19/h7,9,11-12,17H,5-6,8H2,1-4H3,(H,18,19)/t9-,11+,12+,15+,16+/m1/s1
• InChI Key: OHVOURKKOMEQPG-CHIYKUSMSA-N
• Popularity: 1 reference 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): 57.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 2
• 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	+	0.9947	99.47%
Caco-2	+	0.6189	61.89%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7847	78.47%
OATP2B1 inhibitior	-	0.8496	84.96%
OATP1B1 inhibitior	+	0.8755	87.55%
OATP1B3 inhibitior	+	0.8531	85.31%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.9675	96.75%
P-glycoprotein inhibitior	-	0.9335	93.35%
P-glycoprotein substrate	-	0.8202	82.02%
CYP3A4 substrate	+	0.5342	53.42%
CYP2C9 substrate	-	0.7947	79.47%
CYP2D6 substrate	-	0.8926	89.26%
CYP3A4 inhibition	-	0.8586	85.86%
CYP2C9 inhibition	-	0.6825	68.25%
CYP2C19 inhibition	-	0.8100	81.00%
CYP2D6 inhibition	-	0.9175	91.75%
CYP1A2 inhibition	-	0.6405	64.05%
CYP2C8 inhibition	-	0.8787	87.87%
CYP inhibitory promiscuity	-	0.8124	81.24%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5825	58.25%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9274	92.74%
Skin irritation	+	0.6517	65.17%
Skin corrosion	-	0.9632	96.32%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7463	74.63%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5085	50.85%
skin sensitisation	+	0.6390	63.90%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6169	61.69%
Acute Oral Toxicity (c)	III	0.5315	53.15%
Estrogen receptor binding	+	0.5424	54.24%
Androgen receptor binding	+	0.5794	57.94%
Thyroid receptor binding	-	0.6091	60.91%
Glucocorticoid receptor binding	-	0.6535	65.35%
Aromatase binding	-	0.6075	60.75%
PPAR gamma	-	0.6268	62.68%
Honey bee toxicity	-	0.9218	92.18%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.62%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.95%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.76%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.81%	93.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.19%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.16%	94.45%

Plants that contains it

• Isocoma coronopifolia

Cross-Links

• PubChem: 163191124
• LOTUS: LTS0094332
• wikiData: Q105192324