2-[(1S,2R,4aR,5R,6R,8aS)-5,6-dihydroxy-1,2,4a,5-tetramethyl-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-1-(furan-3-yl)ethanone

Details

• Internal ID: 3b1fef21-d5e9-4599-addb-5d388cf4203a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 2-[(1S,2R,4aR,5R,6R,8aS)-5,6-dihydroxy-1,2,4a,5-tetramethyl-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-1-(furan-3-yl)ethanone
• InChI: InChI=1S/C20H30O4/c1-13-7-9-19(3)16(5-6-17(22)20(19,4)23)18(13,2)11-15(21)14-8-10-24-12-14/h8,10,12-13,16-17,22-23H,5-7,9,11H2,1-4H3/t13-,16+,17-,18+,19-,20+/m1/s1
• InChI Key: IDSNFIYMRQMCAN-BHPSNQOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 70.70 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.82
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9796	97.96%
Caco-2	+	0.6602	66.02%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6717	67.17%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.7636	76.36%
OATP1B3 inhibitior	+	0.9327	93.27%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5270	52.70%
P-glycoprotein inhibitior	-	0.8309	83.09%
P-glycoprotein substrate	-	0.7228	72.28%
CYP3A4 substrate	+	0.6347	63.47%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.8091	80.91%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.8446	84.46%
CYP2C19 inhibition	-	0.7478	74.78%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.6455	64.55%
CYP2C8 inhibition	+	0.4673	46.73%
CYP inhibitory promiscuity	-	0.9335	93.35%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5799	57.99%
Eye corrosion	-	0.9945	99.45%
Eye irritation	-	0.9701	97.01%
Skin irritation	+	0.5414	54.14%
Skin corrosion	-	0.9106	91.06%
Ames mutagenesis	-	0.7640	76.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7192	71.92%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5810	58.10%
skin sensitisation	-	0.8683	86.83%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8194	81.94%
Acute Oral Toxicity (c)	III	0.3837	38.37%
Estrogen receptor binding	+	0.7878	78.78%
Androgen receptor binding	+	0.5540	55.40%
Thyroid receptor binding	+	0.6931	69.31%
Glucocorticoid receptor binding	+	0.6629	66.29%
Aromatase binding	+	0.7890	78.90%
PPAR gamma	+	0.5244	52.44%
Honey bee toxicity	-	0.9400	94.00%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9762	97.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.04%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.73%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.74%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.78%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.30%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.94%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.83%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.61%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.15%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.09%	89.00%
CHEMBL2581	P07339	Cathepsin D	81.52%	98.95%

Plants that contains it

• Croton insularis

Cross-Links

• PubChem: 101730805
• LOTUS: LTS0116918
• wikiData: Q105111494