Mellitoxin

Details

• Internal ID: dbd3020d-35e2-4cf6-84d4-ce4f6a9e620a
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1S,2R,3S,5R,6R,7R,8S,9S)-2,8,12-trihydroxy-7-methyl-12-prop-1-en-2-ylspiro[4,10-dioxatetracyclo[7.2.1.02,7.03,5]dodecane-6,2'-oxirane]-11-one
• SMILES (Canonical): CC(=C)C1(C2C(C3(C4(CO4)C5C(C3(C1C(=O)O2)O)O5)C)O)O
• SMILES (Isomeric): CC(=C)C1([C@@H]2[C@H]([C@]3([C@@]4(CO4)[C@H]5[C@@H]([C@]3([C@H]1C(=O)O2)O)O5)C)O)O
• InChI: InChI=1S/C15H18O7/c1-5(2)14(18)6-11(17)22-8(14)7(16)12(3)13(4-20-13)9-10(21-9)15(6,12)19/h6-10,16,18-19H,1,4H2,2-3H3/t6-,7+,8-,9+,10-,12-,13+,14?,15-/m0/s1
• InChI Key: DWCJGLPGZULWPZ-GEETXFABSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₇
• Molecular Weight: 310.30 g/mol
• Exact Mass: 310.10525291 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.50
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• UNII-6Y532H6TUO
• (1S,2R,3S,5R,6R,7R,8S,9S)-2,8,12-trihydroxy-7-methyl-12-prop-1-en-2-ylspiro[4,10-dioxatetracyclo[7.2.1.02,7.03,5]dodecane-6,2'-oxirane]-11-one
• AC1L9CJ2
• CHEBI:6737
• SCHEMBL29402481
• C09502
• Spiro(2,5-methano-7H-oxireno(3,4)cyclopent(1,2-d)oxepin-7,2'-oxiran)-3(2H)-one, hexahydro-1b,6,8-trihydroxy-6a-methyl-8-(1-methylethenyl)-, (1aS-(1aalpha,1bbeta,2beta,5beta,6alpha,6abeta,7beta,7aalpha,8R*))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9210	92.10%
Caco-2	-	0.7483	74.83%
Blood Brain Barrier	-	0.5973	59.73%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6116	61.16%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9057	90.57%
OATP1B3 inhibitior	+	0.9612	96.12%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9318	93.18%
P-glycoprotein inhibitior	-	0.8719	87.19%
P-glycoprotein substrate	-	0.8128	81.28%
CYP3A4 substrate	+	0.5942	59.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8646	86.46%
CYP3A4 inhibition	-	0.7029	70.29%
CYP2C9 inhibition	-	0.8534	85.34%
CYP2C19 inhibition	-	0.7948	79.48%
CYP2D6 inhibition	-	0.8974	89.74%
CYP1A2 inhibition	-	0.8026	80.26%
CYP2C8 inhibition	-	0.9600	96.00%
CYP inhibitory promiscuity	-	0.6464	64.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6547	65.47%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.9361	93.61%
Skin irritation	-	0.6262	62.62%
Skin corrosion	-	0.9051	90.51%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8525	85.25%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.7456	74.56%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.9563	95.63%
Acute Oral Toxicity (c)	I	0.4498	44.98%
Estrogen receptor binding	+	0.7142	71.42%
Androgen receptor binding	+	0.6780	67.80%
Thyroid receptor binding	+	0.5674	56.74%
Glucocorticoid receptor binding	+	0.5815	58.15%
Aromatase binding	+	0.5237	52.37%
PPAR gamma	+	0.6840	68.40%
Honey bee toxicity	-	0.8290	82.90%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9576	95.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.71%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.36%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.89%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.11%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.03%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.76%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.69%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.39%	95.89%
CHEMBL2581	P07339	Cathepsin D	80.21%	98.95%

Plants that contains it

• Rehmannia glutinosa

Cross-Links

• PubChem: 442276
• NPASS: NPC52681