(4aR,9aR)-1,1-dimethyl-4-methylidene-3,4a,5,8,9,9a-hexahydro-2H-benzo[7]annulene-7-carboxylic acid

Details

• Internal ID: 5aef52da-334f-4558-9f83-ead8ac9f11bf
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acids
• IUPAC Name: (4aR,9aR)-1,1-dimethyl-4-methylidene-3,4a,5,8,9,9a-hexahydro-2H-benzo[7]annulene-7-carboxylic acid
• SMILES (Canonical): CC1(CCC(=C)C2C1CCC(=CC2)C(=O)O)C
• SMILES (Isomeric): CC1(CCC(=C)[C@H]2[C@H]1CCC(=CC2)C(=O)O)C
• InChI: InChI=1S/C15H22O2/c1-10-8-9-15(2,3)13-7-5-11(14(16)17)4-6-12(10)13/h4,12-13H,1,5-9H2,2-3H3,(H,16,17)/t12-,13+/m0/s1
• InChI Key: GZEPUFIOVTWNFQ-QWHCGFSZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.79
• 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	+	0.9946	99.46%
Caco-2	+	0.7230	72.30%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.4841	48.41%
OATP2B1 inhibitior	-	0.8468	84.68%
OATP1B1 inhibitior	+	0.8703	87.03%
OATP1B3 inhibitior	-	0.2598	25.98%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8396	83.96%
P-glycoprotein inhibitior	-	0.9234	92.34%
P-glycoprotein substrate	-	0.9524	95.24%
CYP3A4 substrate	+	0.5348	53.48%
CYP2C9 substrate	-	0.7829	78.29%
CYP2D6 substrate	-	0.9180	91.80%
CYP3A4 inhibition	-	0.8634	86.34%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.5342	53.42%
CYP2D6 inhibition	-	0.9124	91.24%
CYP1A2 inhibition	-	0.7814	78.14%
CYP2C8 inhibition	-	0.7418	74.18%
CYP inhibitory promiscuity	-	0.9381	93.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6165	61.65%
Eye corrosion	-	0.9388	93.88%
Eye irritation	+	0.7210	72.10%
Skin irritation	-	0.5316	53.16%
Skin corrosion	-	0.9785	97.85%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5488	54.88%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.6735	67.35%
skin sensitisation	+	0.8378	83.78%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5024	50.24%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4672	46.72%
Acute Oral Toxicity (c)	III	0.7025	70.25%
Estrogen receptor binding	-	0.7447	74.47%
Androgen receptor binding	+	0.5576	55.76%
Thyroid receptor binding	-	0.6691	66.91%
Glucocorticoid receptor binding	+	0.5497	54.97%
Aromatase binding	-	0.7050	70.50%
PPAR gamma	-	0.5482	54.82%
Honey bee toxicity	-	0.9119	91.19%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.21%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.84%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.33%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	86.49%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.84%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.49%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.54%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.50%	93.00%

Plants that contains it

• Ximenia americana

Cross-Links

• PubChem: 25195302
• LOTUS: LTS0265133
• wikiData: Q105024360