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

Details

• Internal ID: 78c0eb6d-2769-45d8-abe9-4c66b7289f2a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: methyl (1R,4aS,5R,6R,8aR)-5-[2-(furan-3-yl)ethyl]-1-hydroxy-5,6,8a-trimethyl-4a,6,7,8-tetrahydro-4H-naphthalene-1-carboxylate
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC3=COC=C3)CC=CC2(C(=O)OC)O)C
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@]1(C)CCC3=COC=C3)CC=C[C@@]2(C(=O)OC)O)C
• InChI: InChI=1S/C21H30O4/c1-15-7-12-20(3)17(6-5-10-21(20,23)18(22)24-4)19(15,2)11-8-16-9-13-25-14-16/h5,9-10,13-15,17,23H,6-8,11-12H2,1-4H3/t15-,17+,19-,20-,21+/m1/s1
• InChI Key: QHHZVAQZZDJWAE-AQDHKIAYSA-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: 4.80
• 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	+	0.9863	98.63%
Caco-2	+	0.7795	77.95%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5972	59.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3346	33.46%
OATP1B3 inhibitior	-	0.3494	34.94%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8267	82.67%
P-glycoprotein inhibitior	-	0.7100	71.00%
P-glycoprotein substrate	-	0.6194	61.94%
CYP3A4 substrate	+	0.6887	68.87%
CYP2C9 substrate	-	0.6062	60.62%
CYP2D6 substrate	-	0.8116	81.16%
CYP3A4 inhibition	+	0.7279	72.79%
CYP2C9 inhibition	-	0.5435	54.35%
CYP2C19 inhibition	-	0.5286	52.86%
CYP2D6 inhibition	-	0.9060	90.60%
CYP1A2 inhibition	-	0.5151	51.51%
CYP2C8 inhibition	+	0.6048	60.48%
CYP inhibitory promiscuity	-	0.6017	60.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5801	58.01%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9484	94.84%
Skin irritation	-	0.6094	60.94%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	-	0.7340	73.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.9023	90.23%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6016	60.16%
skin sensitisation	-	0.8738	87.38%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4654	46.54%
Acute Oral Toxicity (c)	III	0.4572	45.72%
Estrogen receptor binding	+	0.7614	76.14%
Androgen receptor binding	+	0.6822	68.22%
Thyroid receptor binding	+	0.7528	75.28%
Glucocorticoid receptor binding	+	0.7434	74.34%
Aromatase binding	+	0.7494	74.94%
PPAR gamma	-	0.5689	56.89%
Honey bee toxicity	-	0.8206	82.06%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9966	99.66%

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	95.85%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.36%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.30%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	93.97%	83.82%
CHEMBL2581	P07339	Cathepsin D	90.41%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.03%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.52%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.21%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.81%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.19%	97.14%

Plants that contains it

• Tinospora crispa

Cross-Links

• PubChem: 162894498
• LOTUS: LTS0039664
• wikiData: Q105220930