2-Propenoic acid, 3-(methylthio)-, (3R,3aR,4S,4aS,5R,6S,8aR,9aR)-decahydro-4-methoxy-3,4a,5-trimethyl-1-oxo-3a,9a-epoxynaphtho[2,3-b]furan-6-yl ester, (2Z)-

Details

• Internal ID: acdadd91-5c94-4eb7-85a7-e9853ed8ee49
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(1R,2S,3S,4R,5S,8R,10R,13R)-2-methoxy-3,4,13-trimethyl-12-oxo-11,14-dioxatetracyclo[8.3.1.01,10.03,8]tetradecan-5-yl] (Z)-3-methylsulfanylprop-2-enoate
• SMILES (Canonical): CC1C(CCC2C1(C(C34C(C(=O)OC3(C2)O4)C)OC)C)OC(=O)C=CSC
• SMILES (Isomeric): C[C@H]1[C@H](CC[C@H]2[C@@]1([C@@H]([C@]34[C@H](C(=O)O[C@@]3(C2)O4)C)OC)C)OC(=O)/C=C\SC
• InChI: InChI=1S/C20H28O6S/c1-11-14(24-15(21)8-9-27-5)7-6-13-10-19-20(26-19,12(2)16(22)25-19)17(23-4)18(11,13)3/h8-9,11-14,17H,6-7,10H2,1-5H3/b9-8-/t11-,12-,13+,14-,17-,18+,19-,20+/m0/s1
• InChI Key: ULNGGZOBSDELFB-ZRQLWAKNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₆S
• Molecular Weight: 396.50 g/mol
• Exact Mass: 396.16065978 g/mol
• Topological Polar Surface Area (TPSA): 99.70 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 189100-11-6
• 2-Propenoic acid, 3-(methylthio)-, (3R,3aR,4S,4aS,5R,6S,8aR,9aR)-decahydro-4-methoxy-3,4a,5-trimethyl-1-oxo-3a,9a-epoxynaphtho[2,3-b]furan-6-yl ester, (2Z)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9627	96.27%
Caco-2	+	0.5253	52.53%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6491	64.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8903	89.03%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4947	49.47%
P-glycoprotein inhibitior	+	0.5912	59.12%
P-glycoprotein substrate	-	0.5955	59.55%
CYP3A4 substrate	+	0.6862	68.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8707	87.07%
CYP3A4 inhibition	-	0.7445	74.45%
CYP2C9 inhibition	-	0.9190	91.90%
CYP2C19 inhibition	-	0.8247	82.47%
CYP2D6 inhibition	-	0.9309	93.09%
CYP1A2 inhibition	-	0.7993	79.93%
CYP2C8 inhibition	+	0.4564	45.64%
CYP inhibitory promiscuity	-	0.8961	89.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4996	49.96%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.9726	97.26%
Skin irritation	-	0.6884	68.84%
Skin corrosion	-	0.8344	83.44%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7264	72.64%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5592	55.92%
skin sensitisation	-	0.8119	81.19%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6496	64.96%
Acute Oral Toxicity (c)	III	0.3969	39.69%
Estrogen receptor binding	+	0.9361	93.61%
Androgen receptor binding	+	0.6571	65.71%
Thyroid receptor binding	+	0.8013	80.13%
Glucocorticoid receptor binding	+	0.8438	84.38%
Aromatase binding	+	0.7396	73.96%
PPAR gamma	+	0.6963	69.63%
Honey bee toxicity	-	0.7411	74.11%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9381	93.81%

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	95.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.85%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.32%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	88.87%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.08%	95.56%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.22%	89.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.57%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.24%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.29%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.57%	96.77%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.16%	97.28%
CHEMBL1902	P62942	FK506-binding protein 1A	81.45%	97.05%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.96%	91.07%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.39%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.11%	94.45%

Plants that contains it

• Acacia paradoxa
• Adonis sutchuenensis
• Astragalus ernestii
• Berneuxia thibetica
• Bongardia chrysogonum
• Eragrostis curvula
• Fritillaria meleagris
• Isophysis tasmanica
• Matricaria discoidea
• Metasequoia glyptostroboides
• Petasites japonicus
• Philenoptera laxiflora
• Plantago lundborgii
• Sideritis arborescens
• Solanum pseudoquina
• Triadica sebifera

Cross-Links

• PubChem: 102065428
• NPASS: NPC95637
• LOTUS: LTS0006857
• wikiData: Q105275235