Candol B

Details

• Internal ID: 5c3c25fd-399e-4428-92e7-0f763e5db634
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1S,4S,5S,9S,10R,13R)-5,9-dimethyl-14-methylidene-5-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]methanol
• SMILES (Canonical): CC1(CCCC2(C1CCC34C2CCC(C3)C(=C)C4)C)CO
• SMILES (Isomeric): C[C@@]1(CCC[C@@]2([C@@H]1CC[C@]34[C@H]2CC[C@H](C3)C(=C)C4)C)CO
• InChI: InChI=1S/C20H32O/c1-14-11-20-10-7-16-18(2,13-21)8-4-9-19(16,3)17(20)6-5-15(14)12-20/h15-17,21H,1,4-13H2,2-3H3/t15-,16-,17+,18-,19-,20-/m1/s1
• InChI Key: TUJQVRFWMWRMIO-DAUOMPHXSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O
• Molecular Weight: 288.50 g/mol
• Exact Mass: 288.245315640 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 4.95
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• ent-Kaurenol
• ent-Kaur-16-en-19-ol
• (-)-Kaur-16-en-18-ol
• 17360-30-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.7458	74.58%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Lysosomes	0.8011	80.11%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.8763	87.63%
OATP1B3 inhibitior	+	0.9004	90.04%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5581	55.81%
P-glycoprotein inhibitior	-	0.8734	87.34%
P-glycoprotein substrate	-	0.8054	80.54%
CYP3A4 substrate	+	0.5754	57.54%
CYP2C9 substrate	-	0.6016	60.16%
CYP2D6 substrate	-	0.7472	74.72%
CYP3A4 inhibition	-	0.7270	72.70%
CYP2C9 inhibition	-	0.5461	54.61%
CYP2C19 inhibition	-	0.6164	61.64%
CYP2D6 inhibition	-	0.8721	87.21%
CYP1A2 inhibition	-	0.7509	75.09%
CYP2C8 inhibition	-	0.6954	69.54%
CYP inhibitory promiscuity	-	0.6380	63.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6351	63.51%
Eye corrosion	-	0.9589	95.89%
Eye irritation	+	0.5379	53.79%
Skin irritation	-	0.7976	79.76%
Skin corrosion	-	0.9673	96.73%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6821	68.21%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6726	67.26%
skin sensitisation	+	0.5901	59.01%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6004	60.04%
Acute Oral Toxicity (c)	III	0.7124	71.24%
Estrogen receptor binding	+	0.6176	61.76%
Androgen receptor binding	-	0.4861	48.61%
Thyroid receptor binding	+	0.5932	59.32%
Glucocorticoid receptor binding	+	0.7851	78.51%
Aromatase binding	+	0.6441	64.41%
PPAR gamma	-	0.7676	76.76%
Honey bee toxicity	-	0.9080	90.80%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9963	99.63%

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	97.44%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.12%	91.11%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.75%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.72%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.54%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.97%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	84.93%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.72%	82.69%
CHEMBL237	P41145	Kappa opioid receptor	84.60%	98.10%
CHEMBL259	P32245	Melanocortin receptor 4	84.02%	95.38%
CHEMBL2581	P07339	Cathepsin D	81.61%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.32%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.85%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	80.14%	95.93%

Plants that contains it

• Amentotaxus formosana
• Annona squamosa
• Calocephalus knappii
• Casearia corymbosa
• Croton kongensis
• Disynaphia multicrenulata
• Espeletia killipii
• Helichrysum nudifolium var. pilosellum
• Lasianthaea fruticosa
• Mikania banisteriae
• Mikania haenkeana
• Mikania vitifolia
• Oyedaea verbesinoides
• Ozothamnus argophyllus
• Sagittaria trifolia
• Sideritis argyrea
• Sideritis canariensis
• Sideritis candicans
• Sideritis condensata
• Sideritis cystosiphon
• Sideritis ferrensis
• Sideritis infernalis
• Sideritis soluta
• Sideritis sventenii
• Stevia lucida
• Syzygiella tasmanica
• Thlaspi arvense
• Xylopia frutescens

Cross-Links

• PubChem: 101289732
• NPASS: NPC121970
• LOTUS: LTS0078414
• wikiData: Q104394052