(1S,2S,3S,9S,11R,13R)-1,2,3,13-tetramethyl-7,10-dioxatetracyclo[7.4.0.02,11.04,8]trideca-4(8),5-diene

Details

• Internal ID: 3668d3d0-a7a7-4235-9cd5-227a39199332
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (1S,2S,3S,9S,11R,13R)-1,2,3,13-tetramethyl-7,10-dioxatetracyclo[7.4.0.02,11.04,8]trideca-4(8),5-diene
• SMILES (Canonical): CC1CC2C3(C1(C(O2)C4=C(C3C)C=CO4)C)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]2[C@@]3([C@]1([C@H](O2)C4=C([C@H]3C)C=CO4)C)C
• InChI: InChI=1S/C15H20O2/c1-8-7-11-15(4)9(2)10-5-6-16-12(10)13(17-11)14(8,15)3/h5-6,8-9,11,13H,7H2,1-4H3/t8-,9-,11-,13-,14-,15-/m1/s1
• InChI Key: YWGVXUNGKBSLEW-VPSWNLQMSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 22.40 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.89
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	+	0.7569	75.69%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4907	49.07%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.9205	92.05%
OATP1B3 inhibitior	+	0.9593	95.93%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9529	95.29%
P-glycoprotein inhibitior	-	0.8825	88.25%
P-glycoprotein substrate	-	0.7844	78.44%
CYP3A4 substrate	+	0.5129	51.29%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.6832	68.32%
CYP3A4 inhibition	-	0.8182	81.82%
CYP2C9 inhibition	-	0.8323	83.23%
CYP2C19 inhibition	-	0.5877	58.77%
CYP2D6 inhibition	-	0.8660	86.60%
CYP1A2 inhibition	+	0.5700	57.00%
CYP2C8 inhibition	-	0.7844	78.44%
CYP inhibitory promiscuity	-	0.5821	58.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.4625	46.25%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.6873	68.73%
Skin irritation	-	0.5911	59.11%
Skin corrosion	-	0.9170	91.70%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4298	42.98%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	+	0.4731	47.31%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.5880	58.80%
Acute Oral Toxicity (c)	III	0.5698	56.98%
Estrogen receptor binding	-	0.4940	49.40%
Androgen receptor binding	+	0.6050	60.50%
Thyroid receptor binding	-	0.7500	75.00%
Glucocorticoid receptor binding	-	0.9096	90.96%
Aromatase binding	-	0.7003	70.03%
PPAR gamma	-	0.5994	59.94%
Honey bee toxicity	-	0.8680	86.80%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.8178	81.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.02%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.07%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.89%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.87%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.62%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.16%	89.62%
CHEMBL2581	P07339	Cathepsin D	84.12%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.30%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	82.16%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.08%	86.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.75%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.33%	100.00%
CHEMBL4208	P20618	Proteasome component C5	80.01%	90.00%

Plants that contains it

• Porella cordaeana
• Porella platyphylla
• Ptilidium ciliare
• Ptilidium pulcherrimum

Cross-Links

• PubChem: 101277338
• LOTUS: LTS0226029
• wikiData: Q104396229