(4S,4aR,8aS)-4-[(Z)-2-(furan-3-yl)ethenyl]-3,4a,8,8-tetramethyl-5,6,7,8a-tetrahydro-4H-naphthalen-1-one

Details

• Internal ID: 33fa1546-2b27-4a10-8e60-61cc524cafd7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (4S,4aR,8aS)-4-[(Z)-2-(furan-3-yl)ethenyl]-3,4a,8,8-tetramethyl-5,6,7,8a-tetrahydro-4H-naphthalen-1-one
• SMILES (Canonical): CC1=CC(=O)C2C(CCCC2(C1C=CC3=COC=C3)C)(C)C
• SMILES (Isomeric): CC1=CC(=O)[C@@H]2[C@@]([C@H]1/C=C\C3=COC=C3)(CCCC2(C)C)C
• InChI: InChI=1S/C20H26O2/c1-14-12-17(21)18-19(2,3)9-5-10-20(18,4)16(14)7-6-15-8-11-22-13-15/h6-8,11-13,16,18H,5,9-10H2,1-4H3/b7-6-/t16-,18-,20+/m0/s1
• InChI Key: MXTCKNHXBBXULO-VPWZWPDPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₂
• Molecular Weight: 298.40 g/mol
• Exact Mass: 298.193280068 g/mol
• Topological Polar Surface Area (TPSA): 30.20 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.27
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

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	+	0.8391	83.91%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5096	50.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7492	74.92%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.5835	58.35%
P-glycoprotein inhibitior	-	0.7159	71.59%
P-glycoprotein substrate	-	0.8307	83.07%
CYP3A4 substrate	+	0.6371	63.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8631	86.31%
CYP3A4 inhibition	-	0.6480	64.80%
CYP2C9 inhibition	-	0.7845	78.45%
CYP2C19 inhibition	+	0.7548	75.48%
CYP2D6 inhibition	-	0.8769	87.69%
CYP1A2 inhibition	+	0.6959	69.59%
CYP2C8 inhibition	-	0.5947	59.47%
CYP inhibitory promiscuity	+	0.6794	67.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4338	43.38%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9847	98.47%
Skin irritation	-	0.5515	55.15%
Skin corrosion	-	0.9444	94.44%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8938	89.38%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5824	58.24%
skin sensitisation	+	0.6809	68.09%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5903	59.03%
Acute Oral Toxicity (c)	III	0.6446	64.46%
Estrogen receptor binding	+	0.8162	81.62%
Androgen receptor binding	+	0.6133	61.33%
Thyroid receptor binding	+	0.7017	70.17%
Glucocorticoid receptor binding	-	0.4851	48.51%
Aromatase binding	+	0.7234	72.34%
PPAR gamma	+	0.5215	52.15%
Honey bee toxicity	-	0.8699	86.99%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9919	99.19%

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	96.54%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.40%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.61%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.56%	86.33%
CHEMBL2039	P27338	Monoamine oxidase B	88.47%	92.51%
CHEMBL1951	P21397	Monoamine oxidase A	87.14%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.65%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.08%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	84.45%	94.73%
CHEMBL2581	P07339	Cathepsin D	83.66%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.73%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	82.67%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.52%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.43%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.79%	94.80%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.29%	93.99%

Plants that contains it

• Acacia linarioides
• Anadenanthera colubrina
• Aquilegia viridiflora
• Astragalus kabadianus
• Brombya platynema
• Cerbera odollam
• Cichorium endivia
• Clinopodium gracile
• Coelogyne prolifera
• Daphne arisanensis
• Denhamia disperma
• Guadua angustifolia
• Hedychium coronarium
• Jaborosa leucotricha
• Kiggelaria africana
• Lippia abyssinica
• Lupinus luteus
• Morinda morindoides
• Perymenium jelskii
• Phenax angustifolius
• Potentilla candicans
• Prunus mahaleb
• Rhamnus cathartica
• Rhamnus formosana
• Senecio ruwenzoriensis
• Senna didymobotrya
• Spiraea formosana
• Strychnos elaeocarpa
• Strychnos wallichiana
• Tinadendron noumeanum
• Trichilia havanensis
• Tripterospermum lanceolatum
• Vachellia leucophloea
• Veronica liwanensis
• Viburnum betulifolium

Cross-Links

• PubChem: 101286221
• NPASS: NPC168990
• LOTUS: LTS0158409
• wikiData: Q105174573