methyl 1-[2-(furan-3-yl)-2-oxoethyl]-5,6-dihydroxy-1,4a,5-trimethyl-3,4,6,7,8,8a-hexahydro-2H-naphthalene-2-carboxylate

Details

• Internal ID: 9f2f6f92-45c9-4449-8a8c-09b251c2ec98
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: methyl 1-[2-(furan-3-yl)-2-oxoethyl]-5,6-dihydroxy-1,4a,5-trimethyl-3,4,6,7,8,8a-hexahydro-2H-naphthalene-2-carboxylate
• InChI: InChI=1S/C21H30O6/c1-19(11-15(22)13-8-10-27-12-13)14(18(24)26-4)7-9-20(2)16(19)5-6-17(23)21(20,3)25/h8,10,12,14,16-17,23,25H,5-7,9,11H2,1-4H3
• InChI Key: JPHIUYRTIDMLOB-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₆
• Molecular Weight: 378.50 g/mol
• Exact Mass: 378.20423867 g/mol
• Topological Polar Surface Area (TPSA): 97.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9456	94.56%
Caco-2	+	0.6309	63.09%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7256	72.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7602	76.02%
OATP1B3 inhibitior	-	0.2409	24.09%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.6413	64.13%
P-glycoprotein substrate	-	0.5946	59.46%
CYP3A4 substrate	+	0.6835	68.35%
CYP2C9 substrate	-	0.5872	58.72%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	+	0.5894	58.94%
CYP2C9 inhibition	-	0.8109	81.09%
CYP2C19 inhibition	-	0.7808	78.08%
CYP2D6 inhibition	-	0.9555	95.55%
CYP1A2 inhibition	-	0.6658	66.58%
CYP2C8 inhibition	+	0.6208	62.08%
CYP inhibitory promiscuity	-	0.9573	95.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6110	61.10%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.9453	94.53%
Skin irritation	-	0.5758	57.58%
Skin corrosion	-	0.9239	92.39%
Ames mutagenesis	-	0.6440	64.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7600	76.00%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5748	57.48%
skin sensitisation	-	0.9209	92.09%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6152	61.52%
Acute Oral Toxicity (c)	I	0.3824	38.24%
Estrogen receptor binding	+	0.7698	76.98%
Androgen receptor binding	+	0.6670	66.70%
Thyroid receptor binding	+	0.6237	62.37%
Glucocorticoid receptor binding	+	0.7423	74.23%
Aromatase binding	+	0.6781	67.81%
PPAR gamma	+	0.5229	52.29%
Honey bee toxicity	-	0.8897	88.97%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9834	98.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.06%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.86%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.56%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.93%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.53%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.90%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.79%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	83.58%	83.82%
CHEMBL5028	O14672	ADAM10	82.97%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.47%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.69%	95.56%

Plants that contains it

• Croton megalocarpus

Cross-Links

• PubChem: 14396800
• LOTUS: LTS0242277
• wikiData: Q105132742