(1S,2R,4aR,8aR)-1,4a,5-trimethyl-1-(3-methylidenepent-4-enyl)-2,3,4,7,8,8a-hexahydronaphthalene-2-carboxylic acid

Details

• Internal ID: 33a5058d-f47a-494a-a9df-05113aedbd6f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (1S,2R,4aR,8aR)-1,4a,5-trimethyl-1-(3-methylidenepent-4-enyl)-2,3,4,7,8,8a-hexahydronaphthalene-2-carboxylic acid
• SMILES (Canonical): CC1=CCCC2C1(CCC(C2(C)CCC(=C)C=C)C(=O)O)C
• SMILES (Isomeric): CC1=CCC[C@H]2[C@]1(CC[C@H]([C@@]2(C)CCC(=C)C=C)C(=O)O)C
• InChI: InChI=1S/C20H30O2/c1-6-14(2)10-12-20(5)16(18(21)22)11-13-19(4)15(3)8-7-9-17(19)20/h6,8,16-17H,1-2,7,9-13H2,3-5H3,(H,21,22)/t16-,17-,19-,20+/m0/s1
• InChI Key: IDFBKACEWOZHRY-QGZVKYPTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.37
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.7730	77.30%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4306	43.06%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9132	91.32%
OATP1B3 inhibitior	-	0.3817	38.17%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.4929	49.29%
P-glycoprotein inhibitior	-	0.8504	85.04%
P-glycoprotein substrate	-	0.8497	84.97%
CYP3A4 substrate	+	0.5743	57.43%
CYP2C9 substrate	-	0.6168	61.68%
CYP2D6 substrate	-	0.8908	89.08%
CYP3A4 inhibition	-	0.7540	75.40%
CYP2C9 inhibition	+	0.5318	53.18%
CYP2C19 inhibition	-	0.5426	54.26%
CYP2D6 inhibition	-	0.9415	94.15%
CYP1A2 inhibition	-	0.8039	80.39%
CYP2C8 inhibition	-	0.5771	57.71%
CYP inhibitory promiscuity	-	0.7759	77.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6308	63.08%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.8482	84.82%
Skin irritation	-	0.6085	60.85%
Skin corrosion	-	0.9804	98.04%
Ames mutagenesis	-	0.7420	74.20%
Human Ether-a-go-go-Related Gene inhibition	+	0.6924	69.24%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5547	55.47%
skin sensitisation	+	0.7207	72.07%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5650	56.50%
Acute Oral Toxicity (c)	III	0.7493	74.93%
Estrogen receptor binding	+	0.6634	66.34%
Androgen receptor binding	+	0.5792	57.92%
Thyroid receptor binding	+	0.5714	57.14%
Glucocorticoid receptor binding	+	0.6115	61.15%
Aromatase binding	+	0.5971	59.71%
PPAR gamma	+	0.5514	55.14%
Honey bee toxicity	-	0.9254	92.54%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
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
CHEMBL4040	P28482	MAP kinase ERK2	92.65%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.56%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.84%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.55%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.40%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.30%	94.45%
CHEMBL5028	O14672	ADAM10	83.91%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.35%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.67%	90.17%
CHEMBL2581	P07339	Cathepsin D	82.66%	98.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.06%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.58%	100.00%
CHEMBL4208	P20618	Proteasome component C5	81.30%	90.00%

Plants that contains it

• Jungermannia infusca

Cross-Links

• PubChem: 163045723
• LOTUS: LTS0168365
• wikiData: Q105111311