methyl (4S,4aR,5S,6R,8aR)-5-[2-(furan-3-yl)ethyl]-4-hydroxy-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylate

Details

• Internal ID: 6fea3f8c-fc7b-43f9-8c6d-8794a784ade6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: methyl (4S,4aR,5S,6R,8aR)-5-[2-(furan-3-yl)ethyl]-4-hydroxy-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylate
• InChI: InChI=1S/C21H30O4/c1-14-7-10-21(3)16(19(23)24-4)5-6-17(22)18(21)20(14,2)11-8-15-9-12-25-13-15/h5,9,12-14,17-18,22H,6-8,10-11H2,1-4H3/t14-,17+,18-,20+,21+/m1/s1
• InChI Key: VOZNRJDFORFHSI-QCKFJMSFSA-N
• Popularity: 2 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: 4.80
• 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	+	0.9922	99.22%
Caco-2	+	0.8017	80.17%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6581	65.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6926	69.26%
OATP1B3 inhibitior	+	0.8603	86.03%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6214	62.14%
P-glycoprotein inhibitior	-	0.6457	64.57%
P-glycoprotein substrate	-	0.5076	50.76%
CYP3A4 substrate	+	0.6890	68.90%
CYP2C9 substrate	-	0.8114	81.14%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	+	0.7684	76.84%
CYP2C9 inhibition	-	0.7544	75.44%
CYP2C19 inhibition	-	0.6805	68.05%
CYP2D6 inhibition	-	0.8787	87.87%
CYP1A2 inhibition	-	0.5604	56.04%
CYP2C8 inhibition	+	0.6465	64.65%
CYP inhibitory promiscuity	-	0.6473	64.73%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5953	59.53%
Eye corrosion	-	0.9954	99.54%
Eye irritation	-	0.9784	97.84%
Skin irritation	+	0.5136	51.36%
Skin corrosion	-	0.9535	95.35%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.9080	90.80%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5535	55.35%
skin sensitisation	-	0.8429	84.29%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.5618	56.18%
Acute Oral Toxicity (c)	III	0.4374	43.74%
Estrogen receptor binding	+	0.7896	78.96%
Androgen receptor binding	+	0.6315	63.15%
Thyroid receptor binding	+	0.6609	66.09%
Glucocorticoid receptor binding	+	0.7589	75.89%
Aromatase binding	+	0.7412	74.12%
PPAR gamma	-	0.5447	54.47%
Honey bee toxicity	-	0.8338	83.38%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9932	99.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.40%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.58%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.42%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.62%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	93.20%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.93%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.56%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.64%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.83%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	81.84%	83.82%
CHEMBL5028	O14672	ADAM10	81.66%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.35%	97.14%

Plants that contains it

• Salvia divinorum

Cross-Links

• PubChem: 163030040
• LOTUS: LTS0172984
• wikiData: Q105290591