(+)-Sclareolide

Details

• Internal ID: 6fa076f6-214f-4926-a797-c2bddc0a5d76
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyl-1,4,5,5a,7,8,9,9b-octahydrobenzo[e][1]benzofuran-2-one
• InChI: InChI=1S/C16H26O2/c1-14(2)7-5-8-15(3)11(14)6-9-16(4)12(15)10-13(17)18-16/h11-12H,5-10H2,1-4H3/t11-,12+,15-,16+/m0/s1
• InChI Key: IMKJGXCIJJXALX-SHUKQUCYSA-N
• Popularity: 86 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₂
• Molecular Weight: 250.38 g/mol
• Exact Mass: 250.193280068 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.93
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 564-20-5
• (+)-sclareolide
• 12-Norambreinolide
• 37W4O0O6E6
• FEMA NO. 3794
• RefChem:884697
• 209-269-0
• (3aR)-(+)-Sclareolide
• Norambreinolide
• CLAREOLIDE
• (3aR,5aS,9aS,9bR)-Decahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan-2(1H)-one
• MFCD00134168
• (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldecahydronaphtho[2,1-b]furan-2(1H)-one
• MLS001173371
• (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyl-1,4,5,5a,7,8,9,9b-octahydrobenzo[e][1]benzofuran-2-one
• DTXSID8047686
• (3aR,5aS,9aS,9bR)-3a,6,6,9a-Tetramethyldecahydronaphtho[2,1-b]furan-2(3aH)-one
• SMR000538921
• Decahydrotetramethylnaphthofuranone
• (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyl-1,4,5,5a,7,8,9,9b-octahydrobenzo[e]benzofuran-2-one
• Norambreinolide, (+)-
• UNII-37W4O0O6E6
• (3aR)-(+)-Sclareolide; (+)-12-Norambreinolide; Decahydrotetramethylnaphthofuranone
• Naphtho(2,1-b)furan-2(1H)-one, decahydro-3a,6,6,9a-tetramethyl-, (3aR,5aS,9aS,9bR)-
• EINECS 209-269-0
• CLARY SAGE LACTONE
• SCLAREOLIDE [FHFI]
• (3a,R)-(+)-Sclareolide
• SCHEMBL83395
• Sclareolide (Norambreinolide)
• CHEMBL304461
• cid_929262
• orb1304866
• DTXCID6027686
• BDBM75178
• CHEBI:156168
• HMS2860M07
• (3aR)-(+)-Sclareolide, 97%
• BB_NC-00670
• HY-N0129
• Tox21_302544
• s2355
• AKOS015901397
• CCG-208493
• DS-7369
• EBC-616383
• FS34059
• (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyl-dodecahydronaphtho[2,1-b]furan-2-one
• NCGC00163620-01
• NCGC00163620-03
• NCGC00256856-01
• 3a,4,5,5aalpha,6,7,8,9,9a,9balpha-decahydro-3abeta,6,6,9abeta-tetramethylnaphtho(2,1-b)furan-2(1H)-one
• CAS-564-20-5
• Naphtho(2,1-b)furan-2(1H)-one, 3a,4,5,5aalpha,6,7,8,9,9a,9balpha-decahydro-3abeta,6,6,9abeta-tetramethyl-
• Naphtho(2,1-b)furan-2(1H)-one, decahydro-3a,6,6,9a-tetramethyl-, (3aR-(3aalpha,5abeta,9aalpha,9bbeta))-
• SY026596
• (3aR)-(+)-Sclareolide, analytical standard
• CS-0007855
• S0847
• (3aR)-(+)-Sclareolide, natural, 97%, FG
• H10516
• 564S205
• F462721
• SR-01000812893
• SR-01000812893-3
• BRD-K72925150-001-10-3
• BRD-K72925150-001-11-1
• (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyl-1,4,5,5a,7,8,9,9b-octahydrobenzo[e][1]benzouran-2-one
• (3AR-(3aalpha,5abeta,9aalpha,9bbeta))decahydro-3a,6,6,9a-tetramethylnaphth(2,1-b)furan-2(1H)-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.8947	89.47%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5110	51.10%
OATP2B1 inhibitior	-	0.8501	85.01%
OATP1B1 inhibitior	+	0.8742	87.42%
OATP1B3 inhibitior	+	0.9672	96.72%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.7730	77.30%
P-glycoprotein inhibitior	-	0.8017	80.17%
P-glycoprotein substrate	-	0.9584	95.84%
CYP3A4 substrate	+	0.5516	55.16%
CYP2C9 substrate	-	0.5878	58.78%
CYP2D6 substrate	-	0.8387	83.87%
CYP3A4 inhibition	-	0.9029	90.29%
CYP2C9 inhibition	-	0.8265	82.65%
CYP2C19 inhibition	+	0.8698	86.98%
CYP2D6 inhibition	-	0.9523	95.23%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	-	0.8452	84.52%
CYP inhibitory promiscuity	-	0.9559	95.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6186	61.86%
Eye corrosion	-	0.9441	94.41%
Eye irritation	-	0.5212	52.12%
Skin irritation	-	0.6094	60.94%
Skin corrosion	-	0.9098	90.98%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6130	61.30%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6209	62.09%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.6349	63.49%
Acute Oral Toxicity (c)	III	0.8554	85.54%
Estrogen receptor binding	+	0.7771	77.71%
Androgen receptor binding	-	0.5462	54.62%
Thyroid receptor binding	-	0.5890	58.90%
Glucocorticoid receptor binding	-	0.6291	62.91%
Aromatase binding	+	0.5395	53.95%
PPAR gamma	-	0.5894	58.94%
Honey bee toxicity	-	0.9163	91.63%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9541	95.41%

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	94.81%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.56%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.60%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.75%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.74%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.39%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.36%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.09%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.57%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.63%	96.38%
CHEMBL1902	P62942	FK506-binding protein 1A	82.06%	97.05%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.87%	82.69%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	80.66%	100.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.45%	99.18%

Plants that contains it

• Arnica angustifolia
• Cistus creticus
• Cyperus erectus
• Lindheimera texana

Cross-Links

• PubChem: 929262
• LOTUS: LTS0009955
• wikiData: Q105115731