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

Details

• Internal ID: 9208f8b6-5167-4d98-bf22-650a0ab14943
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: methyl (1S,4aS,5R,6R,8R,8aS)-5-[2-(furan-3-yl)ethyl]-1,8-dihydroxy-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydro-2H-naphthalene-1-carboxylate
• InChI: InChI=1S/C21H32O5/c1-14-12-17(22)20(3)16(6-5-9-21(20,24)18(23)25-4)19(14,2)10-7-15-8-11-26-13-15/h8,11,13-14,16-17,22,24H,5-7,9-10,12H2,1-4H3/t14-,16+,17-,19-,20+,21-/m1/s1
• InChI Key: UCZAUWVWSBWLLP-RMJYZZKOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₅
• Molecular Weight: 364.50 g/mol
• Exact Mass: 364.22497412 g/mol
• Topological Polar Surface Area (TPSA): 79.90 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.33
• H-Bond Acceptor: 5
• 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	+	0.9530	95.30%
Caco-2	+	0.7314	73.14%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6073	60.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7577	75.77%
OATP1B3 inhibitior	+	0.7930	79.30%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7217	72.17%
P-glycoprotein inhibitior	-	0.7470	74.70%
P-glycoprotein substrate	+	0.5066	50.66%
CYP3A4 substrate	+	0.6873	68.73%
CYP2C9 substrate	-	0.6108	61.08%
CYP2D6 substrate	-	0.7677	76.77%
CYP3A4 inhibition	+	0.5572	55.72%
CYP2C9 inhibition	-	0.7362	73.62%
CYP2C19 inhibition	-	0.7714	77.14%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	-	0.7277	72.77%
CYP2C8 inhibition	+	0.5425	54.25%
CYP inhibitory promiscuity	-	0.8378	83.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6243	62.43%
Eye corrosion	-	0.9939	99.39%
Eye irritation	-	0.9519	95.19%
Skin irritation	-	0.5560	55.60%
Skin corrosion	-	0.9315	93.15%
Ames mutagenesis	-	0.7340	73.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.8550	85.50%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5463	54.63%
skin sensitisation	-	0.9091	90.91%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7381	73.81%
Acute Oral Toxicity (c)	I	0.4663	46.63%
Estrogen receptor binding	+	0.8012	80.12%
Androgen receptor binding	+	0.7239	72.39%
Thyroid receptor binding	+	0.7006	70.06%
Glucocorticoid receptor binding	+	0.8103	81.03%
Aromatase binding	+	0.7362	73.62%
PPAR gamma	-	0.5469	54.69%
Honey bee toxicity	-	0.8498	84.98%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9667	96.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.29%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.38%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.08%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.27%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.83%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.65%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.49%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.13%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.07%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.37%	85.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.69%	95.50%
CHEMBL5028	O14672	ADAM10	81.99%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.78%	100.00%

Plants that contains it

• Tinospora crispa

Cross-Links

• PubChem: 163090421
• LOTUS: LTS0082743
• wikiData: Q105270241