Clovanemagnolol

Details

• Internal ID: 2cb5576e-a62e-4e1b-8b0f-3425235ba4e0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,2S,5S,8R,9R)-2-[2-(2-hydroxy-5-prop-2-enylphenyl)-4-prop-2-enylphenoxy]-4,4,8-trimethyltricyclo[6.3.1.01,5]dodecan-9-ol
• SMILES (Canonical): CC1(CC(C23C1CCC(C2)(C(CC3)O)C)OC4=C(C=C(C=C4)CC=C)C5=C(C=CC(=C5)CC=C)O)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]3[C@@](C1)(CC[C@H]2O)[C@H](CC3(C)C)OC4=C(C=C(C=C4)CC=C)C5=C(C=CC(=C5)CC=C)O
• InChI: InChI=1S/C33H42O3/c1-6-8-22-10-12-26(34)24(18-22)25-19-23(9-7-2)11-13-27(25)36-30-20-31(3,4)28-14-16-32(5)21-33(28,30)17-15-29(32)35/h6-7,10-13,18-19,28-30,34-35H,1-2,8-9,14-17,20-21H2,3-5H3/t28-,29+,30-,32+,33-/m0/s1
• InChI Key: YVMBMEXRHOXCPM-IKQHHCORSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₂O₃
• Molecular Weight: 486.70 g/mol
• Exact Mass: 486.31339520 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 8.60
• Atomic LogP (AlogP): 7.64
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• SCHEMBL4443250
• CHEMBL1818475
• (1S,2S,5S,8R,9R)-2-[2-(2-hydroxy-5-prop-2-enylphenyl)-4-prop-2-enylphenoxy]-4,4,8-trimethyltricyclo[6.3.1.01,5]dodecan-9-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.7174	71.74%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8225	82.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8952	89.52%
OATP1B3 inhibitior	+	0.8706	87.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9974	99.74%
P-glycoprotein inhibitior	+	0.7688	76.88%
P-glycoprotein substrate	-	0.5444	54.44%
CYP3A4 substrate	+	0.6595	65.95%
CYP2C9 substrate	-	0.5852	58.52%
CYP2D6 substrate	+	0.4045	40.45%
CYP3A4 inhibition	-	0.6706	67.06%
CYP2C9 inhibition	-	0.8201	82.01%
CYP2C19 inhibition	-	0.6158	61.58%
CYP2D6 inhibition	-	0.9347	93.47%
CYP1A2 inhibition	-	0.5418	54.18%
CYP2C8 inhibition	+	0.7838	78.38%
CYP inhibitory promiscuity	+	0.5925	59.25%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7000	70.00%
Carcinogenicity (trinary)	Non-required	0.6143	61.43%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9359	93.59%
Skin irritation	-	0.7149	71.49%
Skin corrosion	-	0.9421	94.21%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8831	88.31%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5319	53.19%
skin sensitisation	-	0.8171	81.71%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8271	82.71%
Acute Oral Toxicity (c)	III	0.4753	47.53%
Estrogen receptor binding	+	0.8199	81.99%
Androgen receptor binding	+	0.7775	77.75%
Thyroid receptor binding	+	0.7098	70.98%
Glucocorticoid receptor binding	+	0.8303	83.03%
Aromatase binding	+	0.8098	80.98%
PPAR gamma	+	0.7121	71.21%
Honey bee toxicity	-	0.7357	73.57%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
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
CHEMBL1951	P21397	Monoamine oxidase A	98.84%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.28%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.14%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.94%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.80%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.56%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.83%	92.94%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.52%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.45%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	88.89%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.84%	95.56%
CHEMBL3492	P49721	Proteasome Macropain subunit	87.75%	90.24%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.16%	91.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.89%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.68%	86.33%
CHEMBL4208	P20618	Proteasome component C5	83.77%	90.00%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	82.86%	85.49%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.34%	92.62%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	81.63%	95.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.18%	83.57%
CHEMBL1255126	O15151	Protein Mdm4	80.79%	90.20%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.67%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.59%	100.00%

Plants that contains it

• Alpinia flabellata
• Angelica japonica
• Baccharis truncata
• Benincasa hispida
• Centaurea benedicta
• Chloranthus fortunei
• Chuquiraga erinacea
• Cuphea hyssopifolia
• Cylindrolobus mucronatus
• Euphorbia palustris
• Euphorbia pithyusa
• Farfugium japonicum
• Fouquieria diguetii
• Fritillaria monantha
• Holarrhena floribunda
• Lathyrus latifolius
• Magnolia obovata
• Ononis viscosa
• Paragynoxys meridana
• Pedicularis rex
• Pinus edulis
• Posidonia oceanica
• Pterocarpus erinaceus
• Pyrus bourgaeana
• Salvia broussonetii
• Sandoricum koetjape
• Sedum sarmentosum
• Sorbus torminalis
• Suaeda maritima
• Triunia erythrocarpa

Cross-Links

• PubChem: 10323149
• NPASS: NPC221134
• LOTUS: LTS0230616
• wikiData: Q104400139