T3D0052

53 T3D0052

Dibutyl phthalate

Dibutyl phthalate is found in cloves. DBP was added to the California Proposition 65 (1986) list of suspected teratogens in November 2006. It is a suspected endocrine disruptor. It was used in some nail polishes; all major producers began eliminating this chemical from nail polishes in the Fall of 2006. Dibutyl phthalate (DBP) is a commonly used plasticizer. It is also used as an additive to adhesives or printing inks. It is soluble in various organic solvents, e.g. in alcohol, ether and benzene. DBP is also used as an ectoparasiticide. 84-74-2

3026

C16H22O4

278.151810 Colorless oily liquid.

35°C

340 °C

1.05 g/cm3 0.0112 mg/mL at 25°C

157 °C

Oral (L133) ; inhalation (L133) ; dermal (L133)

The most characteristic effect of di-n-butyl phthalate is testicular atrophy. Di-n-butyl phthalate exposure causes both the release of iron from hemoglobin and/or transferrin in the liver and spleen, and the subsequent depletion of iron in the blood and testes. The decreased amount of available iron results in a decrease in succinate dehydrogenase activity in the Sertoli cells. This results in disturbances in the energy transfer system between Sertoli cells and germ cells, which is required for the differentiation of male germ cells and their progression through the seminiferous epithelium and release as mature spermatozoa. Di-n-butyl phthalate may also exhibit weak estrogenic activity. It has been shown to exhibit toxic effects in liver mitochondria by uncoupling energy-linked processes and inhibiting succinate dehydrogenase. (L133, A105)

Di-n-butyl phthalate is absorbed via oral, inhalation, and dermal routes. It is rapidly distributed and cleared from the body. Metabolism of di-n-butyl phthalate proceeds mainly by nonspecific esterases in the gastrointestinal tract, which hydrolyze of one butyl ester bond to yield mono-n-butyl phthalate, the primary toxic metabolite. Mono-n-butyl phthalate is conjugated with glucuronic acid via glucuronosyltransferase and excreted in the urine. (L133) LD50: 3050 mg/kg (Intraperitoneal, Rat) (T13) LD50: 720 mg/kg (Intravenous, Mouse) (T13) LD50: 5289 mg/kg (Oral, Mouse) (T13) LC50: 25 g/m3 over 2 hours (Inhalation, Mouse) (T13) No indication of carcinogenicity to humans (not listed by IARC).

Di-n-butyl phthalate is used to make plastics more flexible and is also in carpet backings, paints, glue, insect repellents, hair spray, nail polish, and rocket fuel. (L133)

Adverse effects from di-n-butyl phthalate exposure have not yet been reported in humans. However, animals studies have shown that di-n-butyl phthalate can affect reproductive ability by decreasing sperm count and causing birth defects. (L133)

Skin contact with di-n-butyl phthalate may cause mild irritation. (L133)

2009-03-06T18:57:59Z

2026-03-31T18:32:24Z

UDP-glucuronosyltransferase 1-1 (P22309) UDP-glucuronosyltransferase 1-3 (P35503) UDP-glucuronosyltransferase 1-4 (P22310) UDP-glucuronosyltransferase 1-5 (P35504) UDP-glucuronosyltransferase 1-6 (P19224) UDP-glucuronosyltransferase 1-7 (Q9HAW7) UDP-glucuronosyltransferase 1-8 (Q9HAW9) UDP-glucuronosyltransferase 1-9 (O60656) UDP-glucuronosyltransferase 1-10 (Q9HAW8) UDP-glucuronosyltransferase 2A1 (Q9Y4X1) UDP-glucuronosyltransferase 2A3 (Q6UWM9) UDP-glucuronosyltransferase 2B4 (P06133) UDP-glucuronosyltransferase 2B7 (P16662) UDP-glucuronosyltransferase 2B10 (P36537) UDP-glucuronosyltransferase 2B11 (O75310) UDP-glucuronosyltransferase 2B15 (P54855) UDP-glucuronosyltransferase 2B17 (O75795) UDP-glucuronosyltransferase 2B28 (Q9BY64) UDP-glucuronosyltransferase 3A1 (Q6NUS8) UDP-glucuronosyltransferase 3A2 (Q3SY77) (L133)

http://en.wikipedia.org/wiki/Dibutyl_phthalate

C14214

535597

D003993

Di-n-butyl phthalate

1740

true

CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC

C16H22O4

InChI=1S/C16H22O4/c1-3-5-11-19-15(17)13-9-7-8-10-14(13)16(18)20-12-6-4-2/h7-10H,3-6,11-12H2,1-2H3

DOIRQSBPFJWKBE-UHFFFAOYSA-N

278.3435

278.151809192

Exogenous Solid 4.5

HMDB33244

13837319

CHEM000048

DTXSID2021781

1,2-dibutyl benzene-1,2-dicarboxylate