3-(Hydroxymethyl)-5-[5-(hydroxymethyl)-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]pent-2-enoic acid

Details

• Internal ID: 8fddc3ab-7a93-47d0-9aa6-86e4467b19fc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 3-(hydroxymethyl)-5-[5-(hydroxymethyl)-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]pent-2-enoic acid
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC(=CC(=O)O)CO)CCC=C2CO)C
• SMILES (Isomeric): CC1CCC2(C(C1(C)CCC(=CC(=O)O)CO)CCC=C2CO)C
• InChI: InChI=1S/C20H32O4/c1-14-7-9-20(3)16(13-22)5-4-6-17(20)19(14,2)10-8-15(12-21)11-18(23)24/h5,11,14,17,21-22H,4,6-10,12-13H2,1-3H3,(H,23,24)
• InChI Key: LRLROPFPFABQRF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.54
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• 3-(Hydroxymethyl)-5-[5-(hydroxymethyl)-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]pent-2-enoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9741	97.41%
Caco-2	+	0.6791	67.91%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6893	68.93%
OATP2B1 inhibitior	-	0.8664	86.64%
OATP1B1 inhibitior	+	0.8793	87.93%
OATP1B3 inhibitior	-	0.2432	24.32%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5285	52.85%
BSEP inhibitior	-	0.5966	59.66%
P-glycoprotein inhibitior	-	0.7128	71.28%
P-glycoprotein substrate	-	0.7604	76.04%
CYP3A4 substrate	+	0.5795	57.95%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.9158	91.58%
CYP3A4 inhibition	-	0.7348	73.48%
CYP2C9 inhibition	-	0.8087	80.87%
CYP2C19 inhibition	-	0.8462	84.62%
CYP2D6 inhibition	-	0.9036	90.36%
CYP1A2 inhibition	-	0.8526	85.26%
CYP2C8 inhibition	-	0.6059	60.59%
CYP inhibitory promiscuity	-	0.7577	75.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6602	66.02%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9040	90.40%
Skin irritation	-	0.7752	77.52%
Skin corrosion	-	0.9830	98.30%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4629	46.29%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5608	56.08%
skin sensitisation	-	0.6082	60.82%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6410	64.10%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6677	66.77%
Acute Oral Toxicity (c)	III	0.5403	54.03%
Estrogen receptor binding	+	0.9086	90.86%
Androgen receptor binding	+	0.5863	58.63%
Thyroid receptor binding	+	0.6981	69.81%
Glucocorticoid receptor binding	+	0.7774	77.74%
Aromatase binding	+	0.7825	78.25%
PPAR gamma	+	0.5772	57.72%
Honey bee toxicity	-	0.8863	88.63%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
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	94.66%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.47%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.39%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.56%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.31%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.98%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.57%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.19%	97.09%
CHEMBL5028	O14672	ADAM10	80.41%	97.50%
CHEMBL233	P35372	Mu opioid receptor	80.06%	97.93%

Plants that contains it

• Acritopappus confertus

Cross-Links

• PubChem: 74474341
• LOTUS: LTS0019494
• wikiData: Q105156203