(2Z)-2-[(4aR,4bR,8aR)-4b,8,8-trimethyl-3,4,4a,5,6,7,8a,9-octahydro-1H-phenanthren-2-ylidene]acetic acid

Details

• Internal ID: 130e74a6-5adb-4b36-b24e-c24252b68939
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (2Z)-2-[(4aR,4bR,8aR)-4b,8,8-trimethyl-3,4,4a,5,6,7,8a,9-octahydro-1H-phenanthren-2-ylidene]acetic acid
• SMILES (Canonical): CC1(CCCC2(C1CC=C3C2CCC(=CC(=O)O)C3)C)C
• SMILES (Isomeric): C[C@@]12CCCC([C@H]1CC=C3[C@H]2CC/C(=C/C(=O)O)/C3)(C)C
• InChI: InChI=1S/C19H28O2/c1-18(2)9-4-10-19(3)15-7-5-13(12-17(20)21)11-14(15)6-8-16(18)19/h6,12,15-16H,4-5,7-11H2,1-3H3,(H,20,21)/b13-12-/t15-,16-,19+/m1/s1
• InChI Key: HHZXUCYNPCWYJI-XZXHNHHKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₂
• Molecular Weight: 288.40 g/mol
• Exact Mass: 288.208930132 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.96
• 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	+	0.9957	99.57%
Caco-2	+	0.7945	79.45%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4323	43.23%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8285	82.85%
OATP1B3 inhibitior	-	0.3931	39.31%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.5508	55.08%
P-glycoprotein inhibitior	-	0.8095	80.95%
P-glycoprotein substrate	-	0.9216	92.16%
CYP3A4 substrate	+	0.5782	57.82%
CYP2C9 substrate	-	0.7829	78.29%
CYP2D6 substrate	-	0.9180	91.80%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	+	0.7228	72.28%
CYP2C19 inhibition	+	0.7859	78.59%
CYP2D6 inhibition	-	0.9084	90.84%
CYP1A2 inhibition	-	0.8494	84.94%
CYP2C8 inhibition	-	0.6628	66.28%
CYP inhibitory promiscuity	-	0.8466	84.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6244	62.44%
Eye corrosion	-	0.9796	97.96%
Eye irritation	-	0.7589	75.89%
Skin irritation	-	0.6231	62.31%
Skin corrosion	-	0.9799	97.99%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7739	77.39%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5781	57.81%
skin sensitisation	+	0.7430	74.30%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7514	75.14%
Acute Oral Toxicity (c)	III	0.7923	79.23%
Estrogen receptor binding	+	0.7069	70.69%
Androgen receptor binding	+	0.6450	64.50%
Thyroid receptor binding	+	0.6654	66.54%
Glucocorticoid receptor binding	+	0.6649	66.49%
Aromatase binding	-	0.6089	60.89%
PPAR gamma	+	0.7892	78.92%
Honey bee toxicity	-	0.8441	84.41%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.75%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.37%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.59%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.33%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.28%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	84.18%	92.50%
CHEMBL5028	O14672	ADAM10	82.20%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.35%	93.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.50%	94.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.21%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.16%	94.45%
CHEMBL2581	P07339	Cathepsin D	80.12%	98.95%

Plants that contains it

• Perityle emoryi

Cross-Links

• PubChem: 162956498
• LOTUS: LTS0008504
• wikiData: Q105263418