(1S,2R,5R,7R,10R,12S,16S)-5-ethenyl-12-hydroxy-1,5,7,11,11-pentamethyl-6,14-dioxatetracyclo[8.6.0.02,7.012,16]hexadecan-13-one

Details

• Internal ID: bd5e9023-7a5c-4375-ae41-f37d1e6cf6ed
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: (1S,2R,5R,7R,10R,12S,16S)-5-ethenyl-12-hydroxy-1,5,7,11,11-pentamethyl-6,14-dioxatetracyclo[8.6.0.02,7.012,16]hexadecan-13-one
• SMILES (Canonical): CC1(C2CCC3(C(C2(C4C1(C(=O)OC4)O)C)CCC(O3)(C)C=C)C)C
• SMILES (Isomeric): C[C@@]1(CC[C@H]2[C@](O1)(CC[C@@H]3[C@@]2([C@H]4COC(=O)[C@]4(C3(C)C)O)C)C)C=C
• InChI: InChI=1S/C21H32O4/c1-7-18(4)10-8-14-19(5,25-18)11-9-13-17(2,3)21(23)15(20(13,14)6)12-24-16(21)22/h7,13-15,23H,1,8-12H2,2-6H3/t13-,14-,15+,18-,19+,20-,21+/m0/s1
• InChI Key: CHSJHRGRADQFEP-ADOXLDBISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₄
• Molecular Weight: 348.50 g/mol
• Exact Mass: 348.23005950 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9643	96.43%
Caco-2	+	0.6872	68.72%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8208	82.08%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.9195	91.95%
OATP1B3 inhibitior	-	0.2128	21.28%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.6932	69.32%
P-glycoprotein inhibitior	-	0.6622	66.22%
P-glycoprotein substrate	-	0.8245	82.45%
CYP3A4 substrate	+	0.6167	61.67%
CYP2C9 substrate	-	0.5791	57.91%
CYP2D6 substrate	-	0.8381	83.81%
CYP3A4 inhibition	-	0.8077	80.77%
CYP2C9 inhibition	-	0.8620	86.20%
CYP2C19 inhibition	-	0.8394	83.94%
CYP2D6 inhibition	-	0.9548	95.48%
CYP1A2 inhibition	-	0.7962	79.62%
CYP2C8 inhibition	-	0.7622	76.22%
CYP inhibitory promiscuity	-	0.9620	96.20%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5874	58.74%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9216	92.16%
Skin irritation	-	0.5554	55.54%
Skin corrosion	-	0.9168	91.68%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5462	54.62%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5184	51.84%
skin sensitisation	-	0.8616	86.16%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.7867	78.67%
Acute Oral Toxicity (c)	III	0.6347	63.47%
Estrogen receptor binding	+	0.8107	81.07%
Androgen receptor binding	+	0.6627	66.27%
Thyroid receptor binding	+	0.6992	69.92%
Glucocorticoid receptor binding	+	0.7457	74.57%
Aromatase binding	+	0.6639	66.39%
PPAR gamma	-	0.4918	49.18%
Honey bee toxicity	-	0.8210	82.10%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9882	98.82%

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	94.86%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.16%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.54%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.91%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.29%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.05%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.50%	95.89%
CHEMBL4530	P00488	Coagulation factor XIII	80.90%	96.00%
CHEMBL2581	P07339	Cathepsin D	80.85%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	80.66%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.04%	99.23%

Plants that contains it

• Manoao colensoi

Cross-Links

• PubChem: 163185076
• LOTUS: LTS0104846
• wikiData: Q104959201