13-Hex-4-enoyl-3,10,12-trihydroxy-6-(1-hydroxyhexa-2,4-dienylidene)-1,4,8,11-tetramethyl-2,9-dioxapentacyclo[8.4.0.03,8.04,14.07,11]tetradec-12-en-5-one

Details

• Internal ID: 18debdb9-bc0c-4c4e-8315-7615fc8732b4
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: 13-hex-4-enoyl-3,10,12-trihydroxy-6-(1-hydroxyhexa-2,4-dienylidene)-1,4,8,11-tetramethyl-2,9-dioxapentacyclo[8.4.0.03,8.04,14.07,11]tetradec-12-en-5-one
• SMILES (Canonical): CC=CCCC(=O)C1=C(C2(C3C(=C(C=CC=CC)O)C(=O)C4(C1C5(C2(OC3(C4(O5)O)C)O)C)C)C)O
• SMILES (Isomeric): CC=CCCC(=O)C1=C(C2(C3C(=C(C=CC=CC)O)C(=O)C4(C1C5(C2(OC3(C4(O5)O)C)O)C)C)C)O
• InChI: InChI=1S/C28H34O8/c1-7-9-11-13-15(29)17-19-23(3)22(32)18(16(30)14-12-10-8-2)20-24(4,21(17)31)28(34)25(19,5)35-27(23,33)26(20,6)36-28/h7-11,13,19-20,29,32-34H,12,14H2,1-6H3
• InChI Key: VXNANBMCYPZBSM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₄O₈
• Molecular Weight: 498.60 g/mol
• Exact Mass: 498.22536804 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8566	85.66%
Caco-2	-	0.7278	72.78%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6813	68.13%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.7662	76.62%
OATP1B3 inhibitior	+	0.9656	96.56%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7271	72.71%
BSEP inhibitior	+	0.8356	83.56%
P-glycoprotein inhibitior	+	0.6449	64.49%
P-glycoprotein substrate	-	0.6848	68.48%
CYP3A4 substrate	+	0.6204	62.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8771	87.71%
CYP3A4 inhibition	-	0.8818	88.18%
CYP2C9 inhibition	-	0.8750	87.50%
CYP2C19 inhibition	-	0.9115	91.15%
CYP2D6 inhibition	-	0.9380	93.80%
CYP1A2 inhibition	-	0.8278	82.78%
CYP2C8 inhibition	-	0.6179	61.79%
CYP inhibitory promiscuity	-	0.8156	81.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Danger	0.4963	49.63%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8650	86.50%
Skin irritation	+	0.5349	53.49%
Skin corrosion	-	0.8077	80.77%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6863	68.63%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8112	81.12%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7592	75.92%
Acute Oral Toxicity (c)	III	0.4054	40.54%
Estrogen receptor binding	+	0.6784	67.84%
Androgen receptor binding	+	0.7041	70.41%
Thyroid receptor binding	+	0.5833	58.33%
Glucocorticoid receptor binding	+	0.7471	74.71%
Aromatase binding	+	0.6922	69.22%
PPAR gamma	+	0.6612	66.12%
Honey bee toxicity	-	0.8660	86.60%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.8589	85.89%

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	97.59%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.54%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.57%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.34%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.41%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.10%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.93%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.27%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73017055
• LOTUS: LTS0006990
• wikiData: Q104199932