5-(3-Methoxy-7,8-dimethyl-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-7-yl)-3-methylpentanoic acid

Details

• Internal ID: d1bf94ea-b3eb-4f3e-b2ef-b08c2e3b06f2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 5-(3-methoxy-7,8-dimethyl-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-7-yl)-3-methylpentanoic acid
• SMILES (Canonical): CC1CCC23COC(C2=CCCC3C1(C)CCC(C)CC(=O)O)OC
• SMILES (Isomeric): CC1CCC23COC(C2=CCCC3C1(C)CCC(C)CC(=O)O)OC
• InChI: InChI=1S/C21H34O4/c1-14(12-18(22)23)8-10-20(3)15(2)9-11-21-13-25-19(24-4)16(21)6-5-7-17(20)21/h6,14-15,17,19H,5,7-13H2,1-4H3,(H,22,23)
• InChI Key: LRWCMEOTIOLGOG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₄
• Molecular Weight: 350.50 g/mol
• Exact Mass: 350.24570956 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.64
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	+	0.5952	59.52%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7415	74.15%
OATP2B1 inhibitior	-	0.8648	86.48%
OATP1B1 inhibitior	+	0.9095	90.95%
OATP1B3 inhibitior	+	0.9583	95.83%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.5576	55.76%
P-glycoprotein inhibitior	-	0.6882	68.82%
P-glycoprotein substrate	-	0.5892	58.92%
CYP3A4 substrate	+	0.6493	64.93%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.8739	87.39%
CYP3A4 inhibition	-	0.6108	61.08%
CYP2C9 inhibition	-	0.7975	79.75%
CYP2C19 inhibition	-	0.8565	85.65%
CYP2D6 inhibition	-	0.8993	89.93%
CYP1A2 inhibition	-	0.7118	71.18%
CYP2C8 inhibition	-	0.6234	62.34%
CYP inhibitory promiscuity	-	0.8311	83.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6069	60.69%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9546	95.46%
Skin irritation	+	0.5156	51.56%
Skin corrosion	-	0.9518	95.18%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4765	47.65%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5853	58.53%
skin sensitisation	-	0.8727	87.27%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6660	66.60%
Acute Oral Toxicity (c)	III	0.6814	68.14%
Estrogen receptor binding	+	0.8365	83.65%
Androgen receptor binding	+	0.5684	56.84%
Thyroid receptor binding	+	0.7284	72.84%
Glucocorticoid receptor binding	+	0.7618	76.18%
Aromatase binding	+	0.7916	79.16%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8230	82.30%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.9897	98.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.11%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.07%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.74%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.02%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.96%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.56%	97.25%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.27%	94.08%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.76%	94.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.31%	95.56%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.94%	97.28%
CHEMBL5028	O14672	ADAM10	81.75%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.25%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.06%	90.17%

Plants that contains it

• Olearia teretifolia

Cross-Links

• PubChem: 163005659
• LOTUS: LTS0013028
• wikiData: Q105156360