(1S,2S,4R,6E,8S,13R,15R)-6,14,14-trimethyl-10-methylidene-3,16-dioxatetracyclo[11.3.2.01,15.04,15]octadec-6-ene-2,4,8-triol

Details

• Internal ID: 49a73161-913b-4593-8d72-1ddee2e72509
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: (1S,2S,4R,6E,8S,13R,15R)-6,14,14-trimethyl-10-methylidene-3,16-dioxatetracyclo[11.3.2.01,15.04,15]octadec-6-ene-2,4,8-triol
• SMILES (Canonical): CC1=CC(CC(=C)CCC2CCC34C(OC(C1)(C3(C2(C)C)O4)O)O)O
• SMILES (Isomeric): C/C/1=C\[C@H](CC(=C)CC[C@@H]2CC[C@@]34[C@H](O[C@](C1)([C@]3(C2(C)C)O4)O)O)O
• InChI: InChI=1S/C20H30O5/c1-12-5-6-14-7-8-18-16(22)24-19(23,11-13(2)10-15(21)9-12)20(18,25-18)17(14,3)4/h10,14-16,21-23H,1,5-9,11H2,2-4H3/b13-10+/t14-,15+,16+,18-,19-,20-/m1/s1
• InChI Key: BKKZGQQWVCLVFK-QVBZYUHFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 82.40 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.41
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9410	94.10%
Caco-2	+	0.5610	56.10%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5138	51.38%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.8934	89.34%
OATP1B3 inhibitior	+	0.9216	92.16%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7071	70.71%
BSEP inhibitior	-	0.6122	61.22%
P-glycoprotein inhibitior	-	0.8402	84.02%
P-glycoprotein substrate	-	0.7205	72.05%
CYP3A4 substrate	+	0.6525	65.25%
CYP2C9 substrate	-	0.8044	80.44%
CYP2D6 substrate	-	0.8217	82.17%
CYP3A4 inhibition	-	0.8052	80.52%
CYP2C9 inhibition	-	0.7662	76.62%
CYP2C19 inhibition	-	0.8024	80.24%
CYP2D6 inhibition	-	0.9149	91.49%
CYP1A2 inhibition	-	0.7480	74.80%
CYP2C8 inhibition	-	0.5963	59.63%
CYP inhibitory promiscuity	-	0.9144	91.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5766	57.66%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9062	90.62%
Skin irritation	-	0.5886	58.86%
Skin corrosion	-	0.9167	91.67%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6018	60.18%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5555	55.55%
skin sensitisation	-	0.7776	77.76%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5499	54.99%
Acute Oral Toxicity (c)	III	0.4047	40.47%
Estrogen receptor binding	+	0.7313	73.13%
Androgen receptor binding	+	0.6292	62.92%
Thyroid receptor binding	+	0.6445	64.45%
Glucocorticoid receptor binding	+	0.6930	69.30%
Aromatase binding	+	0.7217	72.17%
PPAR gamma	-	0.4933	49.33%
Honey bee toxicity	-	0.8282	82.82%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9730	97.30%

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	94.11%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.11%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.60%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.69%	100.00%
CHEMBL1871	P10275	Androgen Receptor	87.37%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.81%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.35%	92.94%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.63%	86.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.53%	90.17%
CHEMBL259	P32245	Melanocortin receptor 4	80.83%	95.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.63%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.27%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24764024
• NPASS: NPC152485