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

Details

• Internal ID: 69bab3be-528d-4e14-9ec4-80454968898e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (4R,4aS,7R,8S,8aS)-8-[(2R)-2-(furan-3-yl)-2-hydroxyethyl]-4,4a,7,8-tetramethyl-3,4,5,6,7,8a-hexahydro-1H-naphthalen-2-one
• InChI: InChI=1S/C20H30O3/c1-13-5-7-19(3)14(2)9-16(21)10-18(19)20(13,4)11-17(22)15-6-8-23-12-15/h6,8,12-14,17-18,22H,5,7,9-11H2,1-4H3/t13-,14-,17-,18+,19+,20+/m1/s1
• InChI Key: HTVHDLXQOUSORC-IXFQNSDBSA-N
• Popularity: 2 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: 4.00
• Atomic LogP (AlogP): 4.76
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7190	71.90%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5116	51.16%
OATP2B1 inhibitior	-	0.8634	86.34%
OATP1B1 inhibitior	+	0.7903	79.03%
OATP1B3 inhibitior	+	0.9606	96.06%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6908	69.08%
P-glycoprotein inhibitior	-	0.7401	74.01%
P-glycoprotein substrate	-	0.7102	71.02%
CYP3A4 substrate	+	0.6125	61.25%
CYP2C9 substrate	-	0.6202	62.02%
CYP2D6 substrate	-	0.6955	69.55%
CYP3A4 inhibition	-	0.6401	64.01%
CYP2C9 inhibition	-	0.8116	81.16%
CYP2C19 inhibition	-	0.8287	82.87%
CYP2D6 inhibition	-	0.9597	95.97%
CYP1A2 inhibition	-	0.7776	77.76%
CYP2C8 inhibition	-	0.7612	76.12%
CYP inhibitory promiscuity	-	0.9127	91.27%
UGT catelyzed	+	0.7362	73.62%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6000	60.00%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9892	98.92%
Skin irritation	-	0.5150	51.50%
Skin corrosion	-	0.9003	90.03%
Ames mutagenesis	-	0.7570	75.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7035	70.35%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5943	59.43%
skin sensitisation	-	0.8097	80.97%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7875	78.75%
Acute Oral Toxicity (c)	III	0.5737	57.37%
Estrogen receptor binding	+	0.8129	81.29%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6502	65.02%
Glucocorticoid receptor binding	+	0.7025	70.25%
Aromatase binding	+	0.6867	68.67%
PPAR gamma	-	0.6890	68.90%
Honey bee toxicity	-	0.8519	85.19%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9647	96.47%

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	96.35%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.52%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.77%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.69%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.94%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.72%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.51%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.48%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	88.52%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.91%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.07%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.38%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.61%	100.00%

Plants that contains it

• Croton schiedeanus

Cross-Links

• PubChem: 5318164
• LOTUS: LTS0143600
• wikiData: Q105033629