(4aS,5S,6S,8aS)-6-(benzoyloxymethyl)-5-[2-(furan-3-yl)ethyl]-5,8a-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

Details

• Internal ID: c7a4480e-9d44-431d-9802-cce4292eb68b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (4aS,5S,6S,8aS)-6-(benzoyloxymethyl)-5-[2-(furan-3-yl)ethyl]-5,8a-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid
• InChI: InChI=1S/C27H32O5/c1-26(14-11-19-13-16-31-17-19)21(18-32-25(30)20-7-4-3-5-8-20)12-15-27(2)22(24(28)29)9-6-10-23(26)27/h3-5,7-9,13,16-17,21,23H,6,10-12,14-15,18H2,1-2H3,(H,28,29)/t21-,23+,26-,27-/m1/s1
• InChI Key: DLXCJIWTYVKNPT-BFDUNJCPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₅
• Molecular Weight: 436.50 g/mol
• Exact Mass: 436.22497412 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 5.91
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9809	98.09%
Caco-2	+	0.5059	50.59%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7669	76.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7298	72.98%
OATP1B3 inhibitior	+	0.9045	90.45%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5521	55.21%
BSEP inhibitior	+	0.8907	89.07%
P-glycoprotein inhibitior	+	0.7033	70.33%
P-glycoprotein substrate	-	0.6899	68.99%
CYP3A4 substrate	+	0.6520	65.20%
CYP2C9 substrate	-	0.5956	59.56%
CYP2D6 substrate	-	0.9074	90.74%
CYP3A4 inhibition	+	0.5203	52.03%
CYP2C9 inhibition	-	0.5901	59.01%
CYP2C19 inhibition	-	0.6301	63.01%
CYP2D6 inhibition	-	0.8448	84.48%
CYP1A2 inhibition	+	0.5708	57.08%
CYP2C8 inhibition	+	0.7969	79.69%
CYP inhibitory promiscuity	+	0.6556	65.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6064	60.64%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9346	93.46%
Skin irritation	-	0.7060	70.60%
Skin corrosion	-	0.9599	95.99%
Ames mutagenesis	-	0.6707	67.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.8841	88.41%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.6412	64.12%
skin sensitisation	-	0.7852	78.52%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6024	60.24%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5484	54.84%
Acute Oral Toxicity (c)	III	0.6756	67.56%
Estrogen receptor binding	+	0.8495	84.95%
Androgen receptor binding	+	0.6845	68.45%
Thyroid receptor binding	+	0.6168	61.68%
Glucocorticoid receptor binding	+	0.7899	78.99%
Aromatase binding	+	0.7372	73.72%
PPAR gamma	-	0.6132	61.32%
Honey bee toxicity	-	0.8482	84.82%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	98.02%	89.76%
CHEMBL221	P23219	Cyclooxygenase-1	97.07%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.65%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.61%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.44%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.18%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.70%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.93%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.99%	93.00%
CHEMBL5028	O14672	ADAM10	86.37%	97.50%
CHEMBL4072	P07858	Cathepsin B	84.25%	93.67%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.93%	94.62%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.53%	83.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.30%	95.89%

Plants that contains it

• Dodonaea polyandra

Cross-Links

• PubChem: 163000431
• LOTUS: LTS0021530
• wikiData: Q104984835