(1R,3R,4R,6R,8S,9S,10R,11R,14S,15R)-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.01,11.04,9.06,8]heptadecane-3,4,10,14,15-pentol

Details

• Internal ID: 3a724f65-d85a-499c-b3f3-eab686854195
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Grayanoids
• IUPAC Name: (1R,3R,4R,6R,8S,9S,10R,11R,14S,15R)-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.01,11.04,9.06,8]heptadecane-3,4,10,14,15-pentol
• SMILES (Canonical): CC1(C2C(O2)C3C1(C(CC45CC(C(C4)(CCC5C3(C)O)O)(C)O)O)O)C
• SMILES (Isomeric): C[C@]1(C[C@@]23C[C@H]([C@]4([C@@H]([C@H]5[C@@H](C4(C)C)O5)[C@]([C@@H]2CC[C@@]1(C3)O)(C)O)O)O)O
• InChI: InChI=1S/C20H32O6/c1-15(2)14-12(26-14)13-17(4,23)10-5-6-19(24)9-18(10,8-16(19,3)22)7-11(21)20(13,15)25/h10-14,21-25H,5-9H2,1-4H3/t10-,11+,12-,13-,14-,16+,17+,18+,19-,20+/m0/s1
• InChI Key: OLAASNFHOFRKFK-VJLQSSEQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₆
• Molecular Weight: 368.50 g/mol
• Exact Mass: 368.21988874 g/mol
• Topological Polar Surface Area (TPSA): 114.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.33
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8617	86.17%
Caco-2	-	0.7190	71.90%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4492	44.92%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9310	93.10%
OATP1B3 inhibitior	+	0.9517	95.17%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	-	0.9173	91.73%
P-glycoprotein inhibitior	-	0.8593	85.93%
P-glycoprotein substrate	-	0.7829	78.29%
CYP3A4 substrate	+	0.6367	63.67%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.7699	76.99%
CYP3A4 inhibition	-	0.8176	81.76%
CYP2C9 inhibition	-	0.7626	76.26%
CYP2C19 inhibition	-	0.7625	76.25%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	-	0.6925	69.25%
CYP2C8 inhibition	-	0.7570	75.70%
CYP inhibitory promiscuity	-	0.9739	97.39%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6850	68.50%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9106	91.06%
Skin irritation	-	0.6048	60.48%
Skin corrosion	-	0.9017	90.17%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3712	37.12%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8102	81.02%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7120	71.20%
Acute Oral Toxicity (c)	III	0.4342	43.42%
Estrogen receptor binding	+	0.7484	74.84%
Androgen receptor binding	+	0.6665	66.65%
Thyroid receptor binding	+	0.6596	65.96%
Glucocorticoid receptor binding	+	0.6336	63.36%
Aromatase binding	+	0.8142	81.42%
PPAR gamma	+	0.5621	56.21%
Honey bee toxicity	-	0.8591	85.91%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8598	85.98%

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	92.49%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.97%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.16%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.36%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.36%	89.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.26%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.87%	97.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.47%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.38%	92.94%

Plants that contains it

• Rhododendron decorum

Cross-Links

• PubChem: 145956616
• LOTUS: LTS0231705
• wikiData: Q105193857