5-(1,2,4a,5-Tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl)-3-methylpent-2-enoic acid

Details

• Internal ID: 74eefe94-9708-473f-9913-e551fef4c491
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 5-(1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl)-3-methylpent-2-enoic acid
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC(=CC(=O)O)C)CCC=C2C)C
• SMILES (Isomeric): CC1CCC2(C(C1(C)CCC(=CC(=O)O)C)CCC=C2C)C
• InChI: InChI=1S/C20H32O2/c1-14(13-18(21)22)9-11-19(4)16(3)10-12-20(5)15(2)7-6-8-17(19)20/h7,13,16-17H,6,8-12H2,1-5H3,(H,21,22)
• InChI Key: NLVMTSRTOGOFQD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.60
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.7879	78.79%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.3764	37.64%
OATP2B1 inhibitior	-	0.8641	86.41%
OATP1B1 inhibitior	+	0.8950	89.50%
OATP1B3 inhibitior	-	0.3056	30.56%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6918	69.18%
P-glycoprotein inhibitior	-	0.6387	63.87%
P-glycoprotein substrate	-	0.8639	86.39%
CYP3A4 substrate	+	0.5776	57.76%
CYP2C9 substrate	-	0.7829	78.29%
CYP2D6 substrate	-	0.9180	91.80%
CYP3A4 inhibition	-	0.8760	87.60%
CYP2C9 inhibition	-	0.7223	72.23%
CYP2C19 inhibition	-	0.6504	65.04%
CYP2D6 inhibition	-	0.9351	93.51%
CYP1A2 inhibition	-	0.8006	80.06%
CYP2C8 inhibition	-	0.6570	65.70%
CYP inhibitory promiscuity	-	0.7229	72.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6302	63.02%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.8938	89.38%
Skin irritation	-	0.5291	52.91%
Skin corrosion	-	0.9826	98.26%
Ames mutagenesis	-	0.7566	75.66%
Human Ether-a-go-go-Related Gene inhibition	+	0.8027	80.27%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5334	53.34%
skin sensitisation	+	0.7010	70.10%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7289	72.89%
Acute Oral Toxicity (c)	III	0.8134	81.34%
Estrogen receptor binding	+	0.7485	74.85%
Androgen receptor binding	+	0.6154	61.54%
Thyroid receptor binding	+	0.7235	72.35%
Glucocorticoid receptor binding	+	0.6629	66.29%
Aromatase binding	+	0.6958	69.58%
PPAR gamma	+	0.6940	69.40%
Honey bee toxicity	-	0.8997	89.97%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
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	95.14%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.63%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.10%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.32%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.94%	95.56%
CHEMBL2581	P07339	Cathepsin D	84.12%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.21%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.51%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.86%	93.00%
CHEMBL5028	O14672	ADAM10	80.25%	97.50%

Plants that contains it

• Aristolochia labiata
• Detarium microcarpum
• Fleischmannia microstemon
• Hymenaea courbaril
• Macaranga monandra
• Sindora sumatrana
• Solidago altissima
• Solidago canadensis
• Xylopia aethiopica

Cross-Links

• PubChem: 73880585
• LOTUS: LTS0201482
• wikiData: Q105181601