(1R,4aR,5S,6R,8aR)-5-[2-(furan-3-yl)ethyl]-5,6,8a-trimethyl-1,2,3,4,4a,6,7,8-octahydronaphthalene-1-carboxylic acid

Details

• Internal ID: f55898c4-ec4f-47c4-ae1b-7ae8fe1b1a6d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (1R,4aR,5S,6R,8aR)-5-[2-(furan-3-yl)ethyl]-5,6,8a-trimethyl-1,2,3,4,4a,6,7,8-octahydronaphthalene-1-carboxylic acid
• InChI: InChI=1S/C20H30O3/c1-14-7-10-20(3)16(18(21)22)5-4-6-17(20)19(14,2)11-8-15-9-12-23-13-15/h9,12-14,16-17H,4-8,10-11H2,1-3H3,(H,21,22)/t14-,16+,17-,19+,20+/m1/s1
• InChI Key: NTRSOYPAPOGZQP-XUMBOQAASA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.16
• H-Bond Acceptor: 2
• 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	+	0.9938	99.38%
Caco-2	+	0.8421	84.21%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4972	49.72%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.6926	69.26%
OATP1B3 inhibitior	+	0.8948	89.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5407	54.07%
P-glycoprotein inhibitior	-	0.8008	80.08%
P-glycoprotein substrate	-	0.7580	75.80%
CYP3A4 substrate	+	0.6469	64.69%
CYP2C9 substrate	-	0.5888	58.88%
CYP2D6 substrate	-	0.8396	83.96%
CYP3A4 inhibition	-	0.5634	56.34%
CYP2C9 inhibition	-	0.5767	57.67%
CYP2C19 inhibition	-	0.6441	64.41%
CYP2D6 inhibition	-	0.9390	93.90%
CYP1A2 inhibition	-	0.6510	65.10%
CYP2C8 inhibition	-	0.6569	65.69%
CYP inhibitory promiscuity	-	0.7830	78.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6277	62.77%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.9728	97.28%
Skin irritation	-	0.7176	71.76%
Skin corrosion	-	0.9529	95.29%
Ames mutagenesis	-	0.8070	80.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7917	79.17%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.7628	76.28%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6315	63.15%
Acute Oral Toxicity (c)	III	0.5690	56.90%
Estrogen receptor binding	+	0.8662	86.62%
Androgen receptor binding	+	0.6149	61.49%
Thyroid receptor binding	+	0.6040	60.40%
Glucocorticoid receptor binding	+	0.7251	72.51%
Aromatase binding	+	0.7140	71.40%
PPAR gamma	-	0.4877	48.77%
Honey bee toxicity	-	0.9408	94.08%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
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
CHEMBL2581	P07339	Cathepsin D	90.42%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.31%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.53%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.35%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.16%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.25%	93.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.88%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.44%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.94%	95.89%
CHEMBL5028	O14672	ADAM10	81.18%	97.50%

Plants that contains it

• Croton lechleri

Cross-Links

• PubChem: 102237419
• LOTUS: LTS0262756
• wikiData: Q104402148