oxyphyllol C

Details

• Internal ID: ffa53312-d31b-4333-a8ff-327989d50d8c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (1S,4R,4aS,6R,8aS)-4,4a-dimethyl-6-prop-1-en-2-yl-1,2,3,4,5,6,7,8-octahydronaphthalene-1,8a-diol
• SMILES (Canonical): CC1CCC(C2(C1(CC(CC2)C(=C)C)C)O)O
• SMILES (Isomeric): C[C@@H]1CC[C@@H]([C@]2([C@]1(C[C@@H](CC2)C(=C)C)C)O)O
• InChI: InChI=1S/C15H26O2/c1-10(2)12-7-8-15(17)13(16)6-5-11(3)14(15,4)9-12/h11-13,16-17H,1,5-9H2,2-4H3/t11-,12-,13+,14+,15-/m1/s1
• InChI Key: SYQOXUZXBKCNIB-NIFZNCRKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL447862

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.6329	63.29%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5043	50.43%
OATP2B1 inhibitior	-	0.8472	84.72%
OATP1B1 inhibitior	+	0.9664	96.64%
OATP1B3 inhibitior	+	0.9382	93.82%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8223	82.23%
P-glycoprotein inhibitior	-	0.9447	94.47%
P-glycoprotein substrate	-	0.7669	76.69%
CYP3A4 substrate	+	0.5918	59.18%
CYP2C9 substrate	-	0.5858	58.58%
CYP2D6 substrate	-	0.7545	75.45%
CYP3A4 inhibition	-	0.7142	71.42%
CYP2C9 inhibition	-	0.8661	86.61%
CYP2C19 inhibition	-	0.6187	61.87%
CYP2D6 inhibition	-	0.9365	93.65%
CYP1A2 inhibition	-	0.7818	78.18%
CYP2C8 inhibition	-	0.9273	92.73%
CYP inhibitory promiscuity	-	0.9002	90.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5885	58.85%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.5447	54.47%
Skin irritation	+	0.5329	53.29%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6110	61.10%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6426	64.26%
skin sensitisation	-	0.5310	53.10%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6185	61.85%
Acute Oral Toxicity (c)	III	0.7454	74.54%
Estrogen receptor binding	-	0.4755	47.55%
Androgen receptor binding	-	0.6172	61.72%
Thyroid receptor binding	-	0.5624	56.24%
Glucocorticoid receptor binding	+	0.6538	65.38%
Aromatase binding	+	0.5649	56.49%
PPAR gamma	-	0.8037	80.37%
Honey bee toxicity	-	0.8921	89.21%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9864	98.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.16%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.63%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.07%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	92.46%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.49%	92.94%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.36%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.82%	100.00%
CHEMBL206	P03372	Estrogen receptor alpha	86.20%	97.64%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.71%	97.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.85%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.75%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.21%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.14%	97.09%
CHEMBL1902	P62942	FK506-binding protein 1A	80.80%	97.05%
CHEMBL2061	P19793	Retinoid X receptor alpha	80.66%	91.67%
CHEMBL1871	P10275	Androgen Receptor	80.61%	96.43%
CHEMBL221	P23219	Cyclooxygenase-1	80.40%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.13%	94.45%

Plants that contains it

• Aconitum contortum
• Ageratum houstonianum
• Alpinia oxyphylla
• Alpinia zerumbet
• Alstonia spectabilis
• Arnica parryi
• Buxus hildebrandtii
• Callicarpa acuminata
• Ceriops tagal
• Cotinus coggygria
• Croton geayi
• Cymopterus terebinthinus
• Dalbergia nitidula
• Drypetes tessmanniana
• Echinacea simulata
• Eremurus chinensis
• Escontria chiotilla
• Eucryphia cordifolia
• Gratiola officinalis
• Hypericum reptans
• Kalanchoe integra
• Kniphofia foliosa
• Melaleuca rugulosa
• Neolitsea villosa
• Nicoteba betonica
• Pachygone dasycarpa
• Petunia axillaris
• Rubus laciniatus
• Salvia officinalis subsp. lavandulifolia
• Saussurea salicifolia
• Strychnos amazonica
• Uncaria africana
• Uvaria lucida
• Viguiera pinnatilobata

Cross-Links

• PubChem: 10857540
• NPASS: NPC244790
• LOTUS: LTS0197790
• wikiData: Q105263730