Grayanotoxa-10,15-diene-3,5,6,14-tetrol

Details

• Internal ID: 5a600d9c-726b-4f2a-adb4-309a2929b197
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (3R,4R,6S,8S,10S)-5,5,14-trimethyl-9-methylidenetetracyclo[11.2.1.01,10.04,8]hexadec-14-ene-3,4,6,16-tetrol
• SMILES (Canonical): CC1=CC23CC(C4(C(CC(C4(C)C)O)C(=C)C2CCC1C3O)O)O
• SMILES (Isomeric): CC1=CC23C[C@H]([C@]4([C@@H](C[C@@H](C4(C)C)O)C(=C)[C@@H]2CCC1C3O)O)O
• InChI: InChI=1S/C20H30O4/c1-10-8-19-9-16(22)20(24)14(7-15(21)18(20,3)4)11(2)13(19)6-5-12(10)17(19)23/h8,12-17,21-24H,2,5-7,9H2,1,3-4H3/t12?,13-,14-,15-,16+,17?,19?,20-/m0/s1
• InChI Key: GIUXMMHBAIUPAN-SDGYDOHWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

• Grayanotoxa-10,15-diene-3,5,6,14-tetrol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9613	96.13%
Caco-2	-	0.7616	76.16%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5012	50.12%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.9033	90.33%
OATP1B3 inhibitior	+	0.8834	88.34%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7071	70.71%
BSEP inhibitior	-	0.8329	83.29%
P-glycoprotein inhibitior	-	0.8773	87.73%
P-glycoprotein substrate	-	0.6702	67.02%
CYP3A4 substrate	+	0.6215	62.15%
CYP2C9 substrate	+	0.5875	58.75%
CYP2D6 substrate	-	0.7710	77.10%
CYP3A4 inhibition	-	0.9351	93.51%
CYP2C9 inhibition	-	0.6903	69.03%
CYP2C19 inhibition	-	0.6912	69.12%
CYP2D6 inhibition	-	0.9293	92.93%
CYP1A2 inhibition	-	0.7761	77.61%
CYP2C8 inhibition	-	0.6449	64.49%
CYP inhibitory promiscuity	-	0.9327	93.27%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6552	65.52%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9585	95.85%
Skin irritation	+	0.5067	50.67%
Skin corrosion	-	0.9222	92.22%
Ames mutagenesis	-	0.8454	84.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5958	59.58%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5061	50.61%
skin sensitisation	-	0.6824	68.24%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.5759	57.59%
Acute Oral Toxicity (c)	I	0.4327	43.27%
Estrogen receptor binding	+	0.7713	77.13%
Androgen receptor binding	+	0.6785	67.85%
Thyroid receptor binding	+	0.6391	63.91%
Glucocorticoid receptor binding	+	0.8527	85.27%
Aromatase binding	+	0.6655	66.55%
PPAR gamma	-	0.5609	56.09%
Honey bee toxicity	-	0.7976	79.76%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9739	97.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	94.28%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.73%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.74%	96.09%
CHEMBL240	Q12809	HERG	90.09%	89.76%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.68%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.43%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.42%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.72%	91.11%
CHEMBL1871	P10275	Androgen Receptor	80.88%	96.43%
CHEMBL1902	P62942	FK506-binding protein 1A	80.06%	97.05%

Plants that contains it

• Pieris japonica
• Rhododendron catawbiense

Cross-Links

• PubChem: 198094
• LOTUS: LTS0014355
• wikiData: Q105009231