Longifolene

Details

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Internal ID 2e649647-3696-4a0d-8e47-56d9612385e2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name 3,3,7-trimethyl-8-methylidenetricyclo[5.4.0.02,9]undecane
SMILES (Canonical) CC1(CCCC2(C3C1C(C2=C)CC3)C)C
SMILES (Isomeric) CC1(CCCC2(C3C1C(C2=C)CC3)C)C
InChI InChI=1S/C15H24/c1-10-11-6-7-12-13(11)14(2,3)8-5-9-15(10,12)4/h11-13H,1,5-9H2,2-4H3
InChI Key PDSNLYSELAIEBU-UHFFFAOYSA-N
Popularity 50 references in papers

Physical and Chemical Properties

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Molecular Formula C15H24
Molecular Weight 204.35 g/mol
Exact Mass 204.187800766 g/mol
Topological Polar Surface Area (TPSA) 0.00 Ų
XlogP 5.10
Atomic LogP (AlogP) 4.42
H-Bond Acceptor 0
H-Bond Donor 0
Rotatable Bonds 0

Synonyms

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(+)-Longifolene
d-Longifolene
Junipene
475-20-7
1,4-Methanoazulene, decahydro-4,8,8-trimethyl-9-methylene-, [1S-(1.alpha.,3a.beta.,4.alpha.,8a.beta.)]-
4,8,8-trimethyl-9-methylidenedecahydro-1,4-methanoazulene
.alpha.-Longifolene
1,4-Methanoazulene, decahydro-4,8,8-trimethyl-9-methylene-, (1S,3aR,4S,8aS)-(+)-
1,4-Methanoazulene, decahydro-4,8,8-trimethyl-9-methylene-
EINECS 207-491-2
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Longifolene

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9917 99.17%
Caco-2 + 0.7297 72.97%
Blood Brain Barrier + 0.9500 95.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Lysosomes 0.7752 77.52%
OATP2B1 inhibitior - 0.8448 84.48%
OATP1B1 inhibitior + 0.8707 87.07%
OATP1B3 inhibitior + 0.8296 82.96%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.8896 88.96%
P-glycoprotein inhibitior - 0.9267 92.67%
P-glycoprotein substrate - 0.9392 93.92%
CYP3A4 substrate + 0.5362 53.62%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.7441 74.41%
CYP3A4 inhibition - 0.8639 86.39%
CYP2C9 inhibition - 0.7857 78.57%
CYP2C19 inhibition - 0.7457 74.57%
CYP2D6 inhibition - 0.9386 93.86%
CYP1A2 inhibition - 0.7484 74.84%
CYP2C8 inhibition - 0.6354 63.54%
CYP inhibitory promiscuity - 0.6722 67.22%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7500 75.00%
Carcinogenicity (trinary) Non-required 0.4950 49.50%
Eye corrosion - 0.9480 94.80%
Eye irritation + 0.9708 97.08%
Skin irritation + 0.5266 52.66%
Skin corrosion - 0.9769 97.69%
Ames mutagenesis - 0.9000 90.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5492 54.92%
Micronuclear - 1.0000 100.00%
Hepatotoxicity + 0.6517 65.17%
skin sensitisation + 0.8187 81.87%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity - 0.5889 58.89%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity + 0.4655 46.55%
Acute Oral Toxicity (c) III 0.7957 79.57%
Estrogen receptor binding - 0.8790 87.90%
Androgen receptor binding + 0.5904 59.04%
Thyroid receptor binding - 0.8098 80.98%
Glucocorticoid receptor binding - 0.6194 61.94%
Aromatase binding - 0.7369 73.69%
PPAR gamma - 0.8146 81.46%
Honey bee toxicity - 0.8612 86.12%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity + 0.9200 92.00%
Fish aquatic toxicity + 1.0000 100.00%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.78% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.84% 91.11%
CHEMBL4370 P16662 UDP-glucuronosyltransferase 2B7 89.81% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.00% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.57% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.50% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.10% 100.00%
CHEMBL5203 P33316 dUTP pyrophosphatase 84.15% 99.18%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.06% 92.94%
CHEMBL238 Q01959 Dopamine transporter 83.97% 95.88%
CHEMBL233 P35372 Mu opioid receptor 83.63% 97.93%
CHEMBL237 P41145 Kappa opioid receptor 82.57% 98.10%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.53% 95.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Abies magnifica
Abies nordmanniana
Abies pinsapo
Abies sibirica
Achyrospermum africanum
Acorus calamus
Aglaia odoratissima
Aloysia citrodora
Aquilaria malaccensis
Aquilaria sinensis
Artemisia sericea
Artemisia xerophytica
Arum maculatum
Asarum asperum
Aucklandia costus
Azadirachta indica
Bellardia trixago
Cannabis sativa
Cedrela fissilis
Cedrus libani
Chamaecyparis obtusa
Chamaecyparis pisifera
Cistus creticus
Citrus × aurantium
Crocus sativus
Cryptomeria japonica
Cynara cardunculus
Cyperus rotundus
Dacrydium cupressinum
Daucus carota
Gnephosis arachnoidea
Halocarpus bidwillii
Halocarpus biformis
Herbertus dicranus
Illicium verum
Inula helenium
Juniperus communis
Juniperus rigida var. conferta
Larix gmelinii var. gmelinii
Larix gmelinii var. olgensis
Larix occidentalis
Larix sibirica
Lepechinia chamaedryoides
Leplaea cedrata
Lippia chevalierii
Liquidambar orientalis
Manoao colensoi
Marsupella emarginata
Metacalypogeia alternifolia
Mikania grazielae
Mosla chinensis
Myrrhis odorata
Nigella sativa
Ocimum gratissimum subsp. gratissimum
Picea abies
Picea glehnii
Picea koraiensis
Pinus brutia var. eldarica
Pinus densiflora
Pinus elliottii var. elliottii
Pinus heldreichii
Pinus massoniana
Pinus palustris
Pinus ponderosa
Pinus pumila
Pinus sylvestris
Pinus thunbergii
Prumnopitys andina
Psiadia altissima
Rhododendron mucronulatum
Scapania undulata
Senna alexandrina
Sideritis lyciae
Sideritis tragoriganum
Solanum habrochaites
Theobroma simiarum
Trifolium pratense
Zanthoxylum kauaense
Zanthoxylum zanthoxyloides
Zea mays

Cross-Links

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PubChem 289151
NPASS NPC176589
LOTUS LTS0202079
wikiData Q61014525