Caryolanemagnolol

Details

• Internal ID: 17ffe2a7-0ac2-4211-8e1f-5b834b223512
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Biphenyls and derivatives
• IUPAC Name: (1R,2S,5R,8S,9S)-1-[2-(2-hydroxy-5-prop-2-enylphenyl)-4-prop-2-enylphenoxy]-4,4,8-trimethyltricyclo[6.3.1.02,5]dodecan-9-ol
• SMILES (Canonical): CC1(CC2C1CCC3(CC2(CCC3O)OC4=C(C=C(C=C4)CC=C)C5=C(C=CC(=C5)CC=C)O)C)C
• SMILES (Isomeric): C[C@]12CC[C@@H]3[C@H](CC3(C)C)[C@](C1)(CC[C@@H]2O)OC4=C(C=C(C=C4)CC=C)C5=C(C=CC(=C5)CC=C)O
• InChI: InChI=1S/C33H42O3/c1-6-8-22-10-12-28(34)24(18-22)25-19-23(9-7-2)11-13-29(25)36-33-17-15-30(35)32(5,21-33)16-14-26-27(33)20-31(26,3)4/h6-7,10-13,18-19,26-27,30,34-35H,1-2,8-9,14-17,20-21H2,3-5H3/t26-,27+,30+,32+,33-/m1/s1
• InChI Key: WDXDAODECHOTPZ-SGIHMVHMSA-N
• Popularity: 2 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

• SCHEMBL4444580
• (1R,2S,5R,8S,9S)-1-[2-(2-hydroxy-5-prop-2-enylphenyl)-4-prop-2-enylphenoxy]-4,4,8-trimethyltricyclo[6.3.1.02,5]dodecan-9-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	-	0.7292	72.92%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8143	81.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8671	86.71%
OATP1B3 inhibitior	+	0.9159	91.59%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.7773	77.73%
P-glycoprotein substrate	-	0.5146	51.46%
CYP3A4 substrate	+	0.6816	68.16%
CYP2C9 substrate	-	0.5759	57.59%
CYP2D6 substrate	+	0.4107	41.07%
CYP3A4 inhibition	-	0.5162	51.62%
CYP2C9 inhibition	-	0.7466	74.66%
CYP2C19 inhibition	-	0.5356	53.56%
CYP2D6 inhibition	-	0.9212	92.12%
CYP1A2 inhibition	-	0.5503	55.03%
CYP2C8 inhibition	+	0.7917	79.17%
CYP inhibitory promiscuity	-	0.5779	57.79%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7055	70.55%
Carcinogenicity (trinary)	Non-required	0.6408	64.08%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9390	93.90%
Skin irritation	-	0.7398	73.98%
Skin corrosion	-	0.9370	93.70%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7872	78.72%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5431	54.31%
skin sensitisation	-	0.7875	78.75%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8534	85.34%
Acute Oral Toxicity (c)	III	0.6140	61.40%
Estrogen receptor binding	+	0.8099	80.99%
Androgen receptor binding	+	0.7947	79.47%
Thyroid receptor binding	+	0.7048	70.48%
Glucocorticoid receptor binding	+	0.8270	82.70%
Aromatase binding	+	0.8147	81.47%
PPAR gamma	+	0.6641	66.41%
Honey bee toxicity	-	0.6970	69.70%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
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	98.58%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.08%	96.09%
CHEMBL240	Q12809	HERG	97.26%	89.76%
CHEMBL3492	P49721	Proteasome Macropain subunit	96.37%	90.24%
CHEMBL2581	P07339	Cathepsin D	94.85%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.38%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.89%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.37%	96.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.72%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.71%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.95%	95.56%
CHEMBL4208	P20618	Proteasome component C5	87.27%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.08%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.90%	86.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.87%	91.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.28%	92.94%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	85.04%	85.49%
CHEMBL1937	Q92769	Histone deacetylase 2	84.37%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.00%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.05%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.64%	99.17%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.52%	93.40%

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: 21726647
• NPASS: NPC248047
• LOTUS: LTS0026912
• wikiData: Q105302749