methyl (1R,2S,4S,6R,8R,9R)-6-(furan-3-yl)-2-hydroxy-16-methylidene-3,5-dioxatetracyclo[6.5.3.01,9.04,8]hexadec-12-ene-13-carboxylate

Details

• Internal ID: 95ca01a9-bd40-4065-9b13-f8d32ef88799
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: methyl (1R,2S,4S,6R,8R,9R)-6-(furan-3-yl)-2-hydroxy-16-methylidene-3,5-dioxatetracyclo[6.5.3.01,9.04,8]hexadec-12-ene-13-carboxylate
• InChI: InChI=1S/C21H24O6/c1-12-6-8-20-14(17(22)24-2)4-3-5-16(20)21(12)10-15(13-7-9-25-11-13)26-19(21)27-18(20)23/h4,7,9,11,15-16,18-19,23H,1,3,5-6,8,10H2,2H3/t15-,16-,18+,19+,20+,21+/m1/s1
• InChI Key: BQEWXAMCMSCDQX-HDHGSYJOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₆
• Molecular Weight: 372.40 g/mol
• Exact Mass: 372.15728848 g/mol
• Topological Polar Surface Area (TPSA): 78.10 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.25
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	-	0.5220	52.20%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8446	84.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8211	82.11%
OATP1B3 inhibitior	+	0.8628	86.28%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	+	0.6362	63.62%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6938	69.38%
CYP3A4 substrate	+	0.6831	68.31%
CYP2C9 substrate	-	0.8039	80.39%
CYP2D6 substrate	-	0.8570	85.70%
CYP3A4 inhibition	-	0.6420	64.20%
CYP2C9 inhibition	-	0.7063	70.63%
CYP2C19 inhibition	-	0.5371	53.71%
CYP2D6 inhibition	-	0.8628	86.28%
CYP1A2 inhibition	-	0.7034	70.34%
CYP2C8 inhibition	+	0.6710	67.10%
CYP inhibitory promiscuity	-	0.7041	70.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4149	41.49%
Eye corrosion	-	0.9769	97.69%
Eye irritation	-	0.8657	86.57%
Skin irritation	-	0.7684	76.84%
Skin corrosion	-	0.9471	94.71%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8159	81.59%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8000	80.00%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.4921	49.21%
Acute Oral Toxicity (c)	II	0.3181	31.81%
Estrogen receptor binding	+	0.7819	78.19%
Androgen receptor binding	+	0.6429	64.29%
Thyroid receptor binding	+	0.5484	54.84%
Glucocorticoid receptor binding	+	0.7150	71.50%
Aromatase binding	+	0.5952	59.52%
PPAR gamma	+	0.5472	54.72%
Honey bee toxicity	-	0.8329	83.29%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9623	96.23%

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	98.24%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.81%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.74%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.88%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.32%	90.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.74%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.28%	95.89%
CHEMBL2581	P07339	Cathepsin D	83.82%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.45%	92.62%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.81%	97.33%
CHEMBL340	P08684	Cytochrome P450 3A4	82.12%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.16%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.91%	100.00%

Plants that contains it

• Croton laui

Cross-Links

• PubChem: 90676779
• LOTUS: LTS0254790
• wikiData: Q104944305