HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
Huagongshe Open Program:[email protected]AI access: llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.7.8
  1. Home
  2. /Compound

Lysergole

HCID 3982
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
602-85-7
Standard SMILES
CN1CC(CO)C=C2c3cccc4[nH]cc(c34)CC21
InChIKey
BIXJFIJYBLJTMK-UHFFFAOYSA-N
Molecular formula
C16H18N2O
Average molar mass
254.33 g/mol
Monoisotopic mass
254.1419132

Overview

lysergol has been reported in Ipomoea campanulata with data available.

Names & identifiers

Preferred name
Lysergole
IUPAC
(7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinolin-9-yl)methanol
English name
LYSERGOL
Molecular formula
C16H18N2O
Molecular weight
254.33

Names & synonyms

LysergoleRefChem:1088642(7-methyl-6,6a,8,9-tetrahydro-4H-indolo(4,3-fg)quinolin-9-yl)methanolNSC 196867LOLErgoline, 9,10-didehydro-8-hydroxymethyl-6-methyl-lysergol [M+H]+Oprea1_812943SCHEMBL257961Ergoline-8.beta.-methanol, 9,10-didehydro-6-methyl-BIXJFIJYBLJTMK-UHFFFAOYSA-NErgoline-8-methanol, 9,10-didehydro-6-methyl-, (8.beta.)-
Show more names
ErgoitolPausinystalia yohimbeLYSERGOLLysergol,97%LYSERGOL 97%Lysergol CASErgot alcoholLysergol, 10 mM in DMSO9,10-didehydro-6-methylergoline-
NSC196867AKOS030254986NSC-196867DB-053583(6-Methyl-9,10-didehydroergolin-8-yl)methanolErgoline,10-didehydro-8-hydroxymethyl-6-methyl-Ergoline-8.beta.-methanol,10-didehydro-6-methyl-L001137

Database identifiers

CAS
602-85-7
PubChem CID
3982
DTXSID
DTXSID40975627

Properties

Computed structural properties

XLogP
2.2
Topological polar surface area
39.3 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
2
Rotatable bonds
1
Heavy atoms
19
Formal charge
0
Complexity
394

Physicochemical properties

Melting point
248 °C · 248°C
Boiling point
397.54 °C · 397.54°C (rough estimate)
Density
1.0398 · 1.0398 (rough estimate)
refractive index
1.624 · 1.6240 (estimate)
storage temp.
-20 °C · Store at -20°C
solubility
DMSO (Slightly), Methanol (Slightly), Pyridine (Slightly)
pka
14.61 · 14.61±0.10(Predicted)
form
Solid
color
Pale Brown to Light Brown
InChI
InChI=1/C16H18N2O/c1-18-8-10(9-19)5-13-12-3-2-4-14-16(12)11(7-17-14)6-15(13)18/h2-5,7,10,15,17,19H,6,8-9H2,1H3/t10-,15-/s3
InChIKey
BIXJFIJYBLJTMK-HFQWXNFCNA-N
SMILES
CN1C[C@H](CO)C=C2C3=CC=CC4NC=C(C3=4)C[C@@]12[H] |&1:3,18,r|
LogP
1.76 · 1.760 (est)
FDA UNII
684 Z1AZ · NTR684Z1AZ
Symbol(GHS)
6 · GHS06
Signal word
Danger
Hazard statements
335 · H335-H300-H315-H319
Precautionary statements
264 · P264-P270-P301+P310-P321-P330-P405-P501-P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Hazard Codes
T+,T
Risk Statements
26 · 26/27/28-36/37/38-25
Safety Statements
26 · 26-36/37/39-45-36/37
RIDADR
1544 · 1544
HazardClass
6.1 · 6.1(a)
PackingGroup
II

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

ridadr
1544
risk_code
26/27/28-36/37/38-25
Signal word
Danger
Symbol(GHS)
GHS06
hazard_code
T+,T
safety_code
26-36/37/39-45-36/37
hazard_class
6.1(a)
packing_group
II
Hazard statements
H335-H300-H315-H319
Precautionary statements
P264-P270-P301+P310-P321-P330-P405-P501-P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362

Chemistry & industry

Applications · 2 items

DescriptionLysergol is an alkaloid of the ergoline family that occurs as a minor constituent in some species of fungi (most within Claviceps), and in the morning glory family of plants (Convolvulaceae), including the hallucinogenic seeds of Rivea corymbosa (ololiuhqui), Argyreia nervosa (Hawaiian baby woodrose) and Ipomoea violacea. Lysergol is not a controlled substance in the USA. Its possession and sale is also legal under the U.S. Federal Analog Act because it does not have a known pharmacological action or a precursor relationship to LSD, which is a controlled substance. However, lysergol is an intermediate in the manufacture of some ergoloid medicines (e.g., nicergoline).

UsesLysergol is an ergot alkaloid which when used in combination with antibiotic nalidixic acid, can effectively inhibit Escherichia coli. It also maintains the potential to act on the 5-HT1/2 receptors and at α1-adrenergic receptors thus acting as a neuropsychiatric drug.

Upstream & downstream products

Downstream products

10-methoxy-1,6-dimethylergoline-8beta-methanol

Suppliers86 total

Wuhan Ruichi Technology Co., Ltd+undefined13545065237 · [email protected]
成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]
宁波君龙新材料有限公司0574 88552218 18969899212 · [email protected]
銘瑞集團有限公司17318633522 · [email protected]
成都乐美天医药科技有限公司17308096051 17308096051 · [email protected]
艾吉析科技(上海)有限公司17717235263 · [email protected]
上海腾准生物科技有限公司19821570922 · [email protected]
普善实业(陕西)有限公司029-81310890 18165209495 · [email protected]
中梦研(湖北)科技有限公司0717-6300888 18062399888 · [email protected]
湖南嘉航医药科技有限公司85521272 18229978283 · [email protected]
武汉众志诚生物技术有限公司13628624121 13628604890 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]
上海靖灏医药科技有限公司+86-21-68900963 · [email protected]
成都普睿法药物研发有限公司82633860 18982077548 · [email protected]
Shandong Hanjiang Chemical Co., Ltd+86-0533-2066820 +8618369939125 · [email protected]
Hebei Yanxi Chemical Co., Ltd.+86-17531190177 · [email protected]
陕西林奈生物化工有限公司15327269642 · [email protected]
湖南瑞威尔生物科技有限公司18627957289 18173226957 · [email protected]
江苏普乐司生物科技有限公司0513-66017706 18551496367 · [email protected]
芷威(上海)化学科技有限公司021-20221225 13917446399 · [email protected]
安耐吉化学&3A(安徽泽升科技有限公司)021-58432009 400-005-6266 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
梯希爱(上海)化工贸易有限公司021-61109150 · [email protected]
淄博容纳生物科技有限公司+86-86-13583358881 +8618560316533 · [email protected]
成都普思生物科技股份有限公司028-85370565-229 18080489829 · [email protected]
武汉市皇臻生物化工有限公司13795480948 · [email protected]
佛山宝诺生物科技有限公司0757-85921206 18520245316 · [email protected]
广东谦进化学试剂有限公司0751-2818792 13435114148 · [email protected]
深圳市星跃生物科技有限公司18124513697; 18124513697 · [email protected]
河南捷展生物科技有限公司15937185894 · [email protected]
武汉盈邦医药有限公司+86-13296627870; +86-13971566811 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
上海昶衍化工科技有限公司021-20242659 18930833303 · [email protected]
PT CHEM GROUP LIMITED+86-85511178; +86-85511178 · [email protected]
成都麦德生科技有限公司028-82253651 18140204969 · [email protected]
四川省维克奇生物科技有限公司028-81700200 18116577057 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
武汉贝乐叶生物医药科技有限公司18086118078 · [email protected]
武汉天植生物技术有限公司18607101326 15172504745 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
资川生化科技(苏州)有限公司0512-66317708 13372112871 · [email protected]
杭州安凯生物医药有限公司+86-0571-28186870; +undefined8613073685410 · [email protected]
HANGZHOU LEAP CHEM CO., LTD.+86-571-87711850 +86-15355479329 · [email protected]
R&D Scientific Inc.+1-2266000236 · [email protected]
Dingwang Technology (Wuhan) Co., Ltd.+undefined-27-2786652399 +undefined13627115097 · [email protected]
艾吉析科技(上海)有限公司17717235263 17717235263 · [email protected]
陕西缔都医药化工有限公司029-029-81120477 17792793610 · [email protected]
Hebei Ganmiao New material Technology Co., LTD+86-17332992504 · [email protected]
启源(广东)医药化工有限公司18026564465 · [email protected]
Additional notes · 1 item

DefinitionChEBI: An alkaloid of the ergoline family that occurs as a minor constituent in some species of fungi and in the morning glory family of plants. Its structure is that of ergoline with a methyl group at N-6 and a beta-hydroxymethyl substituent at -8.

Related reactions

0 records
New reaction record

No reaction records under the current filter.

Compound notes

Loading…

On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes