5-Ethenyl-2,5,11,11-tetramethyl-9-methylidene-15-oxatetracyclo[8.4.1.01,10.02,7]pentadec-7-ene-3,8-diol

Details

• Internal ID: b1fcc2f9-faf0-4798-9423-71406950e544
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: 5-ethenyl-2,5,11,11-tetramethyl-9-methylidene-15-oxatetracyclo[8.4.1.01,10.02,7]pentadec-7-ene-3,8-diol
• SMILES (Canonical): CC1(CCCC23C1(O2)C(=C)C(=C4C3(C(CC(C4)(C)C=C)O)C)O)C
• SMILES (Isomeric): CC1(CCCC23C1(O2)C(=C)C(=C4C3(C(CC(C4)(C)C=C)O)C)O)C
• InChI: InChI=1S/C21H30O3/c1-7-18(5)11-14-16(23)13(2)21-17(3,4)9-8-10-20(21,24-21)19(14,6)15(22)12-18/h7,15,22-23H,1-2,8-12H2,3-6H3
• InChI Key: UDLBJHXKJBZALJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₃
• Molecular Weight: 330.50 g/mol
• Exact Mass: 330.21949481 g/mol
• Topological Polar Surface Area (TPSA): 53.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.44
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.6407	64.07%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4817	48.17%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8592	85.92%
OATP1B3 inhibitior	+	0.9575	95.75%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8152	81.52%
P-glycoprotein inhibitior	-	0.8198	81.98%
P-glycoprotein substrate	-	0.7516	75.16%
CYP3A4 substrate	+	0.6250	62.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7953	79.53%
CYP3A4 inhibition	-	0.7627	76.27%
CYP2C9 inhibition	-	0.6783	67.83%
CYP2C19 inhibition	-	0.6420	64.20%
CYP2D6 inhibition	-	0.9145	91.45%
CYP1A2 inhibition	-	0.6292	62.92%
CYP2C8 inhibition	-	0.7442	74.42%
CYP inhibitory promiscuity	-	0.8044	80.44%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5800	58.00%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.7892	78.92%
Skin irritation	-	0.5944	59.44%
Skin corrosion	-	0.9155	91.55%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3816	38.16%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5776	57.76%
skin sensitisation	-	0.6314	63.14%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7044	70.44%
Acute Oral Toxicity (c)	III	0.4422	44.22%
Estrogen receptor binding	+	0.6159	61.59%
Androgen receptor binding	+	0.7196	71.96%
Thyroid receptor binding	+	0.6467	64.67%
Glucocorticoid receptor binding	+	0.5657	56.57%
Aromatase binding	+	0.6640	66.40%
PPAR gamma	-	0.4876	48.76%
Honey bee toxicity	-	0.8573	85.73%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9744	97.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	97.23%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.53%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.21%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.47%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.38%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.65%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.73%	94.75%
CHEMBL1977	P11473	Vitamin D receptor	82.96%	99.43%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.42%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.36%	95.56%
CHEMBL2581	P07339	Cathepsin D	80.19%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.07%	95.89%

Plants that contains it

• Leucosceptrum canum
• Phyllolobium chinense
• Vellozia candida

Cross-Links

• PubChem: 163073313
• LOTUS: LTS0103347
• wikiData: Q104962004