(1R,3R,4R,7R,9S,10R,13R,14S)-5,5,9,14-tetramethyltetracyclo[11.2.1.01,10.04,9]hexadecane-3,7-diol

Details

• Internal ID: f8588399-2e37-45b9-bab6-3dfc997868a7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1R,3R,4R,7R,9S,10R,13R,14S)-5,5,9,14-tetramethyltetracyclo[11.2.1.01,10.04,9]hexadecane-3,7-diol
• SMILES (Canonical): CC1CC23CC1CCC2C4(CC(CC(C4C(C3)O)(C)C)O)C
• SMILES (Isomeric): C[C@H]1C[C@]23C[C@H]1CC[C@H]2[C@@]4(C[C@@H](CC([C@H]4[C@@H](C3)O)(C)C)O)C
• InChI: InChI=1S/C20H34O2/c1-12-7-20-8-13(12)5-6-16(20)19(4)10-14(21)9-18(2,3)17(19)15(22)11-20/h12-17,21-22H,5-11H2,1-4H3/t12-,13+,14+,15+,16-,17+,19-,20+/m0/s1
• InChI Key: QYNVPCGXKFJXQI-YGXTYDPCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.00
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.5685	56.85%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Lysosomes	0.5529	55.29%
OATP2B1 inhibitior	-	0.8524	85.24%
OATP1B1 inhibitior	+	0.9248	92.48%
OATP1B3 inhibitior	+	0.9615	96.15%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9091	90.91%
P-glycoprotein inhibitior	-	0.8666	86.66%
P-glycoprotein substrate	-	0.7178	71.78%
CYP3A4 substrate	+	0.6070	60.70%
CYP2C9 substrate	-	0.5901	59.01%
CYP2D6 substrate	-	0.6964	69.64%
CYP3A4 inhibition	-	0.9609	96.09%
CYP2C9 inhibition	-	0.7950	79.50%
CYP2C19 inhibition	-	0.8330	83.30%
CYP2D6 inhibition	-	0.9588	95.88%
CYP1A2 inhibition	-	0.5508	55.08%
CYP2C8 inhibition	-	0.8186	81.86%
CYP inhibitory promiscuity	-	0.9117	91.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.6330	63.30%
Eye corrosion	-	0.9713	97.13%
Eye irritation	-	0.6861	68.61%
Skin irritation	+	0.5150	51.50%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6430	64.30%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.5448	54.48%
skin sensitisation	+	0.4815	48.15%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6417	64.17%
Acute Oral Toxicity (c)	III	0.8604	86.04%
Estrogen receptor binding	+	0.7087	70.87%
Androgen receptor binding	-	0.5698	56.98%
Thyroid receptor binding	+	0.6194	61.94%
Glucocorticoid receptor binding	+	0.5749	57.49%
Aromatase binding	+	0.5305	53.05%
PPAR gamma	-	0.6642	66.42%
Honey bee toxicity	-	0.8373	83.73%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9002	90.02%

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	95.68%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.88%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	90.86%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.49%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.35%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.50%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.08%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.35%	100.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.44%	94.78%

Plants that contains it

• Pteris multifida

Cross-Links

• PubChem: 163021496
• LOTUS: LTS0141415
• wikiData: Q105230279