methyl 5-[2-(furan-3-yl)ethyl]-2-hydroxy-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylate

Details

• Internal ID: 25740e32-5c25-4012-99df-a1e05921ac0e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: methyl 5-[2-(furan-3-yl)ethyl]-2-hydroxy-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylate
• SMILES (Canonical): CC12CCC(C(C1CCC(=C)C2CCC3=COC=C3)(C)C(=O)OC)O
• SMILES (Isomeric): CC12CCC(C(C1CCC(=C)C2CCC3=COC=C3)(C)C(=O)OC)O
• InChI: InChI=1S/C21H30O4/c1-14-5-8-17-20(2,16(14)7-6-15-10-12-25-13-15)11-9-18(22)21(17,3)19(23)24-4/h10,12-13,16-18,22H,1,5-9,11H2,2-4H3
• InChI Key: ZHVWGAYOXLXIHW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₄
• Molecular Weight: 346.50 g/mol
• Exact Mass: 346.21440943 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.13
• H-Bond Acceptor: 4
• 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	+	0.9929	99.29%
Caco-2	+	0.8370	83.70%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6191	61.91%
OATP2B1 inhibitior	-	0.8676	86.76%
OATP1B1 inhibitior	+	0.7754	77.54%
OATP1B3 inhibitior	-	0.3169	31.69%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6984	69.84%
P-glycoprotein inhibitior	-	0.4839	48.39%
P-glycoprotein substrate	-	0.6133	61.33%
CYP3A4 substrate	+	0.7041	70.41%
CYP2C9 substrate	-	0.6250	62.50%
CYP2D6 substrate	-	0.7592	75.92%
CYP3A4 inhibition	+	0.7312	73.12%
CYP2C9 inhibition	-	0.6182	61.82%
CYP2C19 inhibition	-	0.5391	53.91%
CYP2D6 inhibition	-	0.9390	93.90%
CYP1A2 inhibition	+	0.5072	50.72%
CYP2C8 inhibition	+	0.6256	62.56%
CYP inhibitory promiscuity	-	0.7366	73.66%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6076	60.76%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9325	93.25%
Skin irritation	-	0.5239	52.39%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	-	0.7870	78.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8312	83.12%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6834	68.34%
skin sensitisation	-	0.8404	84.04%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8266	82.66%
Acute Oral Toxicity (c)	I	0.3850	38.50%
Estrogen receptor binding	+	0.7713	77.13%
Androgen receptor binding	+	0.6904	69.04%
Thyroid receptor binding	+	0.6466	64.66%
Glucocorticoid receptor binding	+	0.7985	79.85%
Aromatase binding	+	0.6472	64.72%
PPAR gamma	-	0.4942	49.42%
Honey bee toxicity	-	0.8329	83.29%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9967	99.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.03%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.41%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	95.17%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	93.45%	90.17%
CHEMBL2581	P07339	Cathepsin D	93.24%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.54%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.18%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.42%	92.62%
CHEMBL5028	O14672	ADAM10	84.66%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.79%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.14%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.74%	99.17%

Plants that contains it

• Gutierrezia sarothrae

Cross-Links

• PubChem: 162876243
• LOTUS: LTS0028085
• wikiData: Q105376045