CAS 1972-08-3|THC|Δ9-四氢大麻酚溶液|Δ9-Tetrahydrocannabinol solution|(6aR,10aR)-6,6,9-trimethyl-3-pentyl-6H,6aH,7H,8H,10aH-benzo[c]isochromen-1-ol|Δ1-四氢大麻醇|Dea No. 7370|&Delta|Dronabinol|De...

基本信息

化学结构

分子式

C₂₁H₃₀O₂

分子量

314.4617

精确质量

314.2245802

电荷

InChI

InChI=1S/C21H30O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h11-13,16-17,22H,5-10H2,1-4H3/t16-,17-/m1/s1

InChIKey

CYQFCXCEBYINGO-IAGOWNOFSA-N

Canonic Smiles

CCCCCc1cc(O)c2c(c1)OC([C@H]1[C@H]2C=C(C)CC1)(C)C

Isomeric Smiles

O1C([C@H]2[C@H](c3c1cc(cc3O)CCCCC)C=C(CC2)C)(C)C

计算属性

JChem

LogD (pH = 7.4)

5.94

LogD (pH = 5.5)

5.94

Log P

5.94

可自由旋转的化学键

质子供体

质子受体

里宾斯基五规则

false

Acid pKa

9.34

极化表面积

29.46

极化性

38.94

摩尔折射率

96.73

LOG S

-5.80

数据来源

名称和标识

IUPAC传统名

THC marinol

别名

Δ9-四氢大麻酚溶液Δ9-Tetrahydrocannabinol solutionΔ1-四氢大麻醇DronabinolTHC(6aR,10aR)- 6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo[b,d]pyran-1-olQCD 84924NSC 134454Δ9-trans-TetrahydrocannabinolMarinolDronabinolAbbott 40566Δ9-Tetrahydro CannabinolSP 104TetrahydrocannabinolΔ9-THC(-)-Δ9-Tetrahydrocannabinol solution(-)-Δ9-四氢大麻醇Δ1-Tetrahydrocannabinol6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-olDronabinolumDelta(9)-tetrahydrocannabinol1-trans-delta-9-TetrahydrocannabinolDelta(1)-tetrahydrocannabinolDelta(9)-THCDelta(9)-tetrahydrocannabinol(-)-delta9-trans-Tetrahydrocannabinoldelta9-Tetrahydrocannabinol3-Pentyl-6,6,9-trimethyl-6a,7,8,10a-tetrahydro-6H-dibenzo(b,d)pyran-1-olDronabinolTetrahydrocannabinol

IUPAC标准名

(6aR,10aR)-6,6,9-trimethyl-3-pentyl-6H,6aH,7H,8H,10aH-benzo[c]isochromen-1-ol

商标名

Dea No. 7370&DeltaDronabinolDea No. 73699-THCMarinolDeltanyneDronabinol [Usan:Inn]Dronabinolum [Latin]9-tetrahydrocannabinolAbbott 40566delta-9-THCdelta-9-tetrahydrocannabinolSyndros

国际非专利药品(INN)

dronabinol

名称和标识

数据登录号

CAS号

CHEMBL

PubChem CID

美国药典/FDA物质标识码

ATC码

PubChem SID

160963816249002242490003546508472160644679

Chemspider ID

15266

IUPHAR配体索引

2424

CHEBI ID

66964CHEBI:66964CHEBI:4716

MDL号

EC号

维基百科标题

DrugBank ID

PDB数据库

ACToR数据库

308064-99-56465-30-11363-19-51972-08-3

PubMed文献链接

2226033716511162216714562230502922722508226803412249104722807156215905202180301122553980213105512228889315190053

BKMS React数据库

224503135425

UniProt数据库

Q6RI86Q8BLA8O75762P34033

Drug Central Database

4,109

BRENDA Ligand数据库

135425224503

MetaboLights数据库

MTBLS4967MTBLS2406MTBLS2145MTBLS1785

KNApSAcK数据库

NMRShiftDB数据库

Reaxys Registry

Rhea数据库

HMDB数据库

SureChEMBL数据库

BRENDA数据库

KEGG ID

PDBeChem数据库

MetaCyc数据库

BindingDB数据库

KEGG DRUG Database

CompTox数据库

数据登录号

化合物性质

分子相关蛋白质

分子图谱

暂无数据

点击上传数据

描述信息

DrugBank

DB00470

Drug Groups

illicit; approved

Description

A psychoactive compound extracted from the resin of Cannabis sativa (marihuana, hashish). The isomer delta-9-tetrahydrocannabinol (THC) is considered the most active form, producing characteristic mood and perceptual changes associated with this compound. Dronabinol is a synthetic form of delta-9-THC. [PubChem]

Indication

For the treatment of anorexia associated with weight loss in patients with AIDS, and nausea and vomiting associated with cancer chemotherapy in patients who have failed to respond adequately to conventional antiemetic treatments

Pharmacology

Marinol may has complex effects on the central nervous system (CNS), including cannabinoid receptors. Dronabinol may inhibit endorphins in the emetic center, suppress prostaglandin synthesis, and/or inhibit medullary activity through an unspecified cortical action.

Affected Organisms

Humans and other mammals

Biotransformation

Hepatic

Absorption

90 - 95%

Half Life

Alpha phase: approximately 4 hours; Beta phase: 25-36 hours

Protein Binding

97%

Elimination

Dronabinol and its biotransformation products are excreted in both feces and urine.

Distribution

* 10 L/kg

Clearance

* 0.2 L/kg-hr

External Links

• [Wikipedia]

• [RxList]

Wikipedia

Tetrahydrocannabinol

Sigma Aldrich

T2386

Biochem/physiol Actions
Agonist at CB1 and CB2 cannabinoid receptors. Hallucinogen; major psychoactive component of marijuana from Cannabis sativa.

91613

包装
安瓿瓶，含 1.2mL 溶液

56296

包装
安瓿瓶，含 1.2mL 溶液

TRC

T293200

It is the principal active constituent of cannabis. Agonist at CB1 and CB2 cannabinoid receptors. Antiemetic; appetite stimulant. Controlled substance (hallucinogen).

ChEBI

CHEBI:66964

A diterpenoid that is 6a,7,8,10a-tetrahydro-6H-benzo[c]chromene substituted at position 1 by a hydroxy group, positions 6, 6 and 9 by methyl groups and at position 3 by a pentyl group. The principal psychoactive constituent of the cannabis plant, it is used for treatment of anorexia associated with AIDS as well as nausea and vomiting associated with cancer chemotherapy.

描述信息

参考文献

PubChem文献

数据源提供

• Rosenkranz, H., et al.: Toxicol., 1416, 2111 (1967)

• Dewey, W.L., et al.: Pharmacol. Rev., 38, 151 (1967)

• Grotenhermen, F., et al.: Clin. Pharmacokinet., 42, 327 (1967)

• Tanda, G., et al.: Eur. J. Pharmacol., 376, 23 (1967)

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

IUPAC传统名

THC marinol

别名

IUPAC标准名

(6aR,10aR)-6,6,9-trimethyl-3-pentyl-6H,6aH,7H,8H,10aH-benzo[c]isochromen-1-ol

商标名

Dea No. 7370&DeltaDronabinolDea No. 73699-THCMarinolDeltanyneDronabinol [Usan:Inn]Dronabinolum [Latin]9-tetrahydrocannabinolAbbott 40566delta-9-THCdelta-9-tetrahydrocannabinolSyndros

国际非专利药品(INN)

dronabinol

数据登录号

CAS号

CHEMBL

PubChem CID

美国药典/FDA物质标识码

ATC码

PubChem SID

160963816249002242490003546508472160644679

Chemspider ID

15266

IUPHAR配体索引

2424

CHEBI ID

66964CHEBI:66964CHEBI:4716

MDL号

EC号

维基百科标题

DrugBank ID

PDB数据库

ACToR数据库

308064-99-56465-30-11363-19-51972-08-3

PubMed文献链接

2226033716511162216714562230502922722508226803412249104722807156215905202180301122553980213105512228889315190053

BKMS React数据库

224503135425

UniProt数据库

Q6RI86Q8BLA8O75762P34033

Drug Central Database

4,109

BRENDA Ligand数据库

135425224503

MetaboLights数据库

MTBLS4967MTBLS2406MTBLS2145MTBLS1785

KNApSAcK数据库

NMRShiftDB数据库

Reaxys Registry

Rhea数据库

HMDB数据库

SureChEMBL数据库

BRENDA数据库

KEGG ID

PDBeChem数据库

MetaCyc数据库

BindingDB数据库

KEGG DRUG Database

CompTox数据库

描述信息

DB00470

Drug Groups

illicit; approved

Description

Indication

Pharmacology

Affected Organisms

Humans and other mammals

Biotransformation

Hepatic

Absorption

90 - 95%

Half Life

Alpha phase: approximately 4 hours; Beta phase: 25-36 hours

Protein Binding

97%

Elimination

Dronabinol and its biotransformation products are excreted in both feces and urine.

Distribution

* 10 L/kg

Clearance

* 0.2 L/kg-hr

External Links

• [Wikipedia]

• [RxList]

Wikipedia

Tetrahydrocannabinol

Sigma Aldrich

T2386

Biochem/physiol Actions
Agonist at CB1 and CB2 cannabinoid receptors. Hallucinogen; major psychoactive component of marijuana from Cannabis sativa.

91613

包装
安瓿瓶，含 1.2mL 溶液

56296

包装
安瓿瓶，含 1.2mL 溶液

TRC

T293200

It is the principal active constituent of cannabis. Agonist at CB1 and CB2 cannabinoid receptors. Antiemetic; appetite stimulant. Controlled substance (hallucinogen).

ChEBI

CHEBI:66964

参考文献

PubChem文献

数据源提供

• Rosenkranz, H., et al.: Toxicol., 1416, 2111 (1967)

• Dewey, W.L., et al.: Pharmacol. Rev., 38, 151 (1967)

• Grotenhermen, F., et al.: Clin. Pharmacokinet., 42, 327 (1967)

• Tanda, G., et al.: Eur. J. Pharmacol., 376, 23 (1967)

生物活性

PubChem BioAssay

化合物性质

化合物信息

ID:353