beta-Cadinene

Details

• Internal ID: d8d3512b-b011-4758-9f6b-b8a5a090c2ad
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,4aR,8aS)-4,7-dimethyl-1-propan-2-yl-1,2,4a,5,8,8a-hexahydronaphthalene
• InChI: InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h5-6,10,13-15H,7-9H2,1-4H3/t13-,14-,15-/m0/s1
• InChI Key: USDOQCCMRDNVAH-KKUMJFAQSA-N
• Popularity: 60 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄
• Molecular Weight: 204.35 g/mol
• Exact Mass: 204.187800766 g/mol
• Topological Polar Surface Area (TPSA): 0.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.58
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• Cadina-3,9-diene
• Cadine-3,9-diene
• 523-47-7
• NCI-C56008
• .beta.-Cadinene
• beta-Cadinene, (-)-
• (-)-beta-Cadinene
• CCRIS 5894
• HSDB 4355
• Z07LA0GY4J
• NSC 46152
• CHEBI:27723
• CADINENE, BETA-
• NSC-46152
• BETA-CADINENE [HSDB]
• .BETA.-CADINENE [MI]
• DTXSID0024713
• (1S,4aR,8aS)-4,7-dimethyl-1-propan-2-yl-1,2,4a,5,8,8a-hexahydronaphthalene
• Naphthalene, 1,2,4a,5,8,8a-hexahydro-4,7-dimethyl-1-(1-methylethyl)-, (1S,4aR,8aS)-
• Naphthalene, 1,2,4a,5,8,8a-hexahydro-4,7-dimethyl-1-(1-methylethyl)-, (1S-(1alpha,4abeta,8aalpha))-
• Cadina3,9diene
• Cadine3,9diene
• betaCadinene, ()
• NAPHTHALENE, 1,2,4A,5,8,8A-HEXAHYDRO-4,7-DIMETHYL-1-(1-METHYLETHYL)-, (1S-(1ALPHA,4ABETA,8A.ALPHA)).-
• NAPHTHALENE, 1,2,4A,5,8,8A-HEXAHYDRO-4,7-DIMETHYL-1-(1-METHYLETHYL)-, [1S-(1ALPHA,4ABETA,8A.ALPHA]).-
• 3,9-CADINADIENE
• RefChem:567266
• Cadina-3,9-diene (8CI)
• DTXCID304713
• (1S,4aR,8aS)-4,7-dimethyl-1-(propan-2-yl)-1,2,4a,5,8,8a-hexahydronaphthalene
• NAPHTHALENE, 1,2,4A,5,8,8A-HEXAHYDRO-4,7-DIMETHYL-1-(1-METHYLETHYL)-(1S-(1ALPHA,4BETA,8ALPHA))-
• Naphthalene, 1,2,4a,5,8,8a-hexahydro-4,7-dimethyl-1-(1-methylethyl)-, (1S-(1alpha,4abeta,8aalpha))-(9CI)
• Naphthalene, 1,2,4a,5,8,8ahexahydro4,7dimethyl1(1methylethyl), (1S(1alpha,4abeta,8aalpha))
• (-)-.beta.-Cadinene
• .beta.-Cadinene, (-)-
• NSC46152
• b-cadinene
• Naphthalene, 1,2,4a,5,8,8a-hexahydro-4,7-dimethyl-1-(1-methylethyl)-, [1S-(1.alpha.,4a.beta.,8a.alpha.)]-
• UNII-Z07LA0GY4J
• (+)-beta-cadinene
• C09625
• SCHEMBL567918
• CHEMBL3120653
• USDOQCCMRDNVAH-KKUMJFAQSA-N
• LMPR0103330003
• NS00094606
• Q27103285
• Naphthalene,2,4a,5,8,8a-hexahydro-4,7-dimethyl-1-(1-methylethyl)-
• (1S,4aR,8aS)-1-isopropyl-4,7-dimethyl-1,2,4a,5,8,8a-hexahydronaphthalene
• 1-Isopropyl-4,7-dimethyl-1,2,4a,5,8,8a-hexahydronaphthalene-, [1S-(1.alpha.,4a.beta.,8a.alpha.)]-
• Naphthalene,2,4a,5,8,8a-hexahydro-4,7-dimethyl-1-(1-methylethyl)-, [1S-(1.alpha.,4a.beta.,8a.alpha.)]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.8891	88.91%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Lysosomes	0.6507	65.07%
OATP2B1 inhibitior	-	0.8521	85.21%
OATP1B1 inhibitior	+	0.9566	95.66%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8847	88.47%
P-glycoprotein inhibitior	-	0.9625	96.25%
P-glycoprotein substrate	-	0.8126	81.26%
CYP3A4 substrate	-	0.5885	58.85%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.6973	69.73%
CYP3A4 inhibition	-	0.8454	84.54%
CYP2C9 inhibition	-	0.7576	75.76%
CYP2C19 inhibition	-	0.6915	69.15%
CYP2D6 inhibition	-	0.8908	89.08%
CYP1A2 inhibition	-	0.7087	70.87%
CYP2C8 inhibition	-	0.9171	91.71%
CYP inhibitory promiscuity	-	0.5095	50.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7000	70.00%
Carcinogenicity (trinary)	Non-required	0.4445	44.45%
Eye corrosion	-	0.8655	86.55%
Eye irritation	+	0.5465	54.65%
Skin irritation	-	0.5477	54.77%
Skin corrosion	-	0.9263	92.63%
Ames mutagenesis	-	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3808	38.08%
Micronuclear	-	0.9367	93.67%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	+	0.8565	85.65%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.5571	55.71%
Acute Oral Toxicity (c)	III	0.6727	67.27%
Estrogen receptor binding	-	0.9444	94.44%
Androgen receptor binding	-	0.6355	63.55%
Thyroid receptor binding	-	0.8547	85.47%
Glucocorticoid receptor binding	-	0.8594	85.94%
Aromatase binding	-	0.8753	87.53%
PPAR gamma	-	0.8007	80.07%
Honey bee toxicity	-	0.8568	85.68%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.92%	97.25%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	88.07%	86.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.97%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.75%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.72%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.90%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.33%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	82.02%	97.79%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	80.18%	90.71%

Plants that contains it

• Achillea abrotanoides
• Acorus calamus var. angustatus
• Acorus gramineus
• Ageratum conyzoides
• Aloysia gratissima
• Alpinia officinarum
• Angelica sinensis
• Artemisia annua
• Artemisia argyi
• Artemisia capillaris
• Artemisia judaica
• Artemisia sericea
• Bowdichia nitida
• Bupleurum chinense
• Bupleurum falcatum
• Bupleurum scorzonerifolium
• Calycolpus warszewiczianus
• Carpesium abrotanoides
• Chamaecyparis pisifera
• Chromolaena odorata
• Chrysanthemum indicum
• Cinnamomum camphora
• Coptis chinensis
• Coptis deltoidea
• Coptis japonica
• Coptis teeta
• Curcuma kwangsiensis
• Curcuma phaeocaulis
• Curcuma wenyujin
• Curcuma zedoaria
• Eriobotrya japonica
• Helichrysum italicum subsp. picardii
• Helichrysum nudifolium
• Helichrysum reflexum
• Humulus lupulus
• Larix gmelinii var. gmelinii
• Larix sibirica
• Lavandula angustifolia subsp. angustifolia
• Magnolia biondii
• Magnolia denudata
• Magnolia kobus
• Magnolia salicifolia
• Magnolia sprengeri
• Melissa officinalis
• Mulguraea tridens
• Nelumbo lutea
• Ocimum americanum
• Ocimum basilicum
• Pachylobus normandii
• Pimenta racemosa
• Piper betle
• Podocarpus macrophyllus
• Rhododendron mucronulatum
• Riccia fluitans
• Santolina insularis
• Sassafras randaiense
• Satureja thymbra
• Schisandra chinensis
• Tanacetum vulgare
• Thymus vulgaris
• Valeriana officinalis
• Wurfbainia neoaurantiaca
• Xanthium spinosum subsp. spinosum
• Zingiber officinale

Cross-Links

• PubChem: 10657
• NPASS: NPC305327
• LOTUS: LTS0049088
• wikiData: Q27103285