(1S,2S,4Z,9R)-2-hydroxy-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene-4-carboxylic acid

Details

• Internal ID: 3815903c-aefe-4e82-a4ea-51c8e38aae26
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,2S,4Z,9R)-2-hydroxy-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene-4-carboxylic acid
• SMILES (Canonical): CC1(CC2C1C(CC(=CCCC2=C)C(=O)O)O)C
• SMILES (Isomeric): CC1(C[C@@H]2[C@@H]1[C@H](C/C(=C/CCC2=C)/C(=O)O)O)C
• InChI: InChI=1S/C15H22O3/c1-9-5-4-6-10(14(17)18)7-12(16)13-11(9)8-15(13,2)3/h6,11-13,16H,1,4-5,7-8H2,2-3H3,(H,17,18)/b10-6-/t11-,12-,13+/m0/s1
• InChI Key: LMJMJHGFJXZGDE-RGKGNCMFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.76
• 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	+	0.9896	98.96%
Caco-2	+	0.5933	59.33%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7864	78.64%
OATP2B1 inhibitior	-	0.8520	85.20%
OATP1B1 inhibitior	+	0.9124	91.24%
OATP1B3 inhibitior	+	0.9255	92.55%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5069	50.69%
BSEP inhibitior	-	0.7769	77.69%
P-glycoprotein inhibitior	-	0.9116	91.16%
P-glycoprotein substrate	-	0.9076	90.76%
CYP3A4 substrate	+	0.5193	51.93%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	-	0.9050	90.50%
CYP3A4 inhibition	-	0.7577	75.77%
CYP2C9 inhibition	-	0.8147	81.47%
CYP2C19 inhibition	-	0.8122	81.22%
CYP2D6 inhibition	-	0.9249	92.49%
CYP1A2 inhibition	-	0.7836	78.36%
CYP2C8 inhibition	-	0.7959	79.59%
CYP inhibitory promiscuity	-	0.9593	95.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5225	52.25%
Eye corrosion	-	0.9681	96.81%
Eye irritation	-	0.8061	80.61%
Skin irritation	-	0.5695	56.95%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	-	0.7323	73.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.7259	72.59%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6459	64.59%
skin sensitisation	+	0.5916	59.16%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6559	65.59%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.4758	47.58%
Acute Oral Toxicity (c)	III	0.6967	69.67%
Estrogen receptor binding	-	0.7669	76.69%
Androgen receptor binding	-	0.5147	51.47%
Thyroid receptor binding	-	0.6906	69.06%
Glucocorticoid receptor binding	+	0.6290	62.90%
Aromatase binding	-	0.6137	61.37%
PPAR gamma	-	0.7264	72.64%
Honey bee toxicity	-	0.8847	88.47%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9718	97.18%

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	96.78%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.46%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.19%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.17%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.34%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.01%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	83.28%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.24%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	80.53%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.25%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.24%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.19%	90.71%

Plants that contains it

• Lychnophora salicifolia

Cross-Links

• PubChem: 38359278
• LOTUS: LTS0108237
• wikiData: Q105154013