Relationship Graph Explorer

Follow the connections

Every herb, ingredient, formula, gene target, and disease — connected through real research. Search, pick a subject, and navigate the graph in any direction.

🌿

Herb

→

→

→

→

🧪

Evidence

23,295

trials · metas · refs

Plus 6,743 TCM formulas connecting herbs together

Subject Type: 🌿 Herbs ⚗️ Ingredients 📜 Formulas 🧬 Targets 🏥 Diseases

Quick picks: Taxol Oxytocin Morphine (?)-nicotine Testosterone Melatonin Caffeine L-ascorbic acid Progesterone Coumarins

⚗️ Ingredient

Yohimbine

Open on HERB 2.0 ↗

Clinical Trials

Meta-Analyses

PubMed References

Top Conditions Studied with Yohimbine

Erectile Dysfunction 2 Cocaine Related Disorders 1 Blood Flow Velocity|Autoregulation|Ocular Physiology 1 Type 2 Diabetes 1 Social Anxiety Disorder 1 Post-Traumatic Stress Disorder 1 Heroin Dependence|Opioid-Related Disorders 1 Healthy Volunteers 1 Depression, Involutional|Major Depresssion 1

📋 Sample Trials

NCT00217048

Effect of Yohimbine on Colon Transit

Completed · Phase 1|Phase 2

NCT00535002

The Effect of Yohimbine on Cocaine Cue Reactivity

Completed · Phase 2

NCT00975325

Bioequivalence Study Comparing Two Test Products With One Reference Product, All Containing 5 mg Yohimbine

Completed · Phase 4

📊 Sample Meta-Analyses

None linked yet.

📚 Sample References

PMID 28726252

Central amygdala relaxin-3/relaxin family peptide receptor 3 signalling modulates alcohol seeking in rats

Br J Pharmacol · 2017

PMID 25572945

Glial cell line-derived neurotrophic factor-mediated enhancement of noradrenergic descending inhibition in the locus coeruleus exerts prolonged analgesia in neuropathic pain

Br J Pharmacol · 2015

PMID 22334120

Chronic corticosterone exposure during adolescence reduces impulsive action but increases impulsive choice and sensitivity to yohimbine in male Sprague-Dawley rats

Neuropsychopharmacology · 2012

⚗️ All Ingredient data fields for Yohimbine

⚗️ Identity

Name

Yohimbine

Aliases / Synonyms

146-48-5; Yohimbin; Quebrachin; Corynine; Quebrachine; APHRODINE; Aphrosol; Yohimbic acid methyl ester; (+)-Yohimbine

🧪 Chemistry

Molecular Weight

354.4500

LogP

2.6471

Drug-likeness

0.773

Oral Bioavailability

46.4170

H-Bond Acceptors

H-Bond Donors

Rotatable Bonds

🔬 Structures

Canonical SMILES

COC(=O)C1C(CCC2C1CC3C4=C(CCN3C2)C5=CC=CC=C5N4)O

Isomeric SMILES

COC(=O)[C@H]1[C@H](CC[C@@H]2[C@@H]1C[C@H]3C4=C(CCN3C2)C5=CC=CC=C5N4)O

InChIKey

BLGXFZZNTVWLAY-SCYLSFHTSA-N

InChI

InChI=1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15-,17-,18-,19+/m0/s1

🔗 External References

HERB DB

PubChem CID

CAS Number

DrugBank

NPASS

NPC49196

HIT

C1147

SymMap

9771

TCMID

22905

TCMSP

MOL008488

TCM-ID

🔍 Raw view — every non-empty column on this row (35 fields)

name

Yohimbine

common names

146-48-5; Yohimbin; Quebrachin; Corynine; Quebrachine; APHRODINE; Aphrosol; Yohimbic acid methyl ester; (+)-Yohimbine

herb ingredient id

HBIN048645

canonical smiles

COC(=O)C1C(CCC2C1CC3C4=C(CCN3C2)C5=CC=CC=C5N4)O

isomeric smiles

COC(=O)[C@H]1[C@H](CC[C@@H]2[C@@H]1C[C@H]3C4=C(CCN3C2)C5=CC=CC=C5N4)O

inchi

InChI=1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15-,17-,18-,19+/m0/s1

inchikey

BLGXFZZNTVWLAY-SCYLSFHTSA-N

mol wt

354.4500

num h acceptors

num h donors

mol logp

2.6471

num rotatable bonds

drug likeness

0.773

ob score

46.4170

cas id

146-48-5

symmap mol id

9771

tcmid ingredient id

22905

tcmsp ingredient id

MOL008488

tcm id ingredient id

pubchem cid

8969

drugbank id

DB01392

npass id

NPC49196

hit id

C1147

🏥 Linked Health Topics

2 · diseases via target pathways

Post-Traumatic Stress Disorder

disease

Erectile Dysfunction

syndrome

📋 Clinical Trials

10 · subject of clinical study

NCT00217048 Effect of Yohimbine on Colon Transit

→ Healthy Volunteers

NCT00535002 The Effect of Yohimbine on Cocaine Cue Reactivity

→ Cocaine Related Disorders

NCT00975325 Bioequivalence Study Comparing Two Test Products With One Reference Product, All

→ Erectile Dysfunction

NCT01031979 Prolonged Exposure for Post Traumatic Stress Disorder (PTSD) With/Without Yohimb

→ Post-Traumatic Stress Disorder

NCT01593215 Randomized Study of Yohimbine Treatment for Type 2 Diabetes Patients Carrying a

→ Type 2 Diabetes

NCT00042536 Effects of Yohimbine and Naltrexone on Sexual Function

→ Erectile Dysfunction

NCT00078715 Rapid Antidepressant Effects of Yohimbine in Major Depression

→ Depression, Involutional|Major Depresssion

NCT00814047 The Effect of an α2-Adrenoceptor Antagonist (Yohimbine) on Dynamic Autoregulatio

→ Blood Flow Velocity|Autoregulation|Ocular Physiolo

NCT00958880 Yohimbine to Enhance Cognitive Behavioral Therapy (CBT) for Social Anxiety

→ Social Anxiety Disorder

NCT01536925 Studies of Opioid Seeking Behavior: Yohimbine and Hydrocortisone Effects

→ Heroin Dependence|Opioid-Related Disorders

📚 PubMed References

5 · cited research

PMID 28726252 Central amygdala relaxin-3/relaxin family peptide receptor 3 signalling modulate

Br J Pharmacol

PMID 25572945 Glial cell line-derived neurotrophic factor-mediated enhancement of noradrenergi

Br J Pharmacol

PMID 22334120 Chronic corticosterone exposure during adolescence reduces impulsive action but

Neuropsychopharmacology

PMID 32060866 Oral Yohimbine as a New Probe Drug to Predict CYP2D6 Activity: Results of a Fixe

Clin Pharmacokinet

PMID 35887391 Yohimbine, an α2-Adrenoceptor Antagonist, Suppresses PDGF-BB-Stimulated Vascular

Int J Mol Sci

How relationships are computed

Clinical Trials / Meta-Analyses / References: direct foreign-key link via subject_entity_id (Phase 2d wireup)
Formula ↔ Herbs: text bridge via formulas.herbs_in_pinyin matching herbs.pinyin_name
Herb ↔ Ingredient: ACTIVE — direct link via herb_ingredients
Ingredient ↔ Target: ACTIVE — direct link via ingredient_targets
Target ↔ Disease: ACTIVE — direct link via target_health_topics
Herb → Target → Disease (full chemical spine): ACTIVE — joins all three link tables