(1R,3R,4R,6S,8R,10S,13R)-5,5,14-trimethyl-9-methylidenetetracyclo[11.2.1.01,10.04,8]hexadec-14-ene-3,4,6-triol

Details

• Internal ID: b8056057-6ce5-41d8-86c5-dee7e0b1256d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (1R,3R,4R,6S,8R,10S,13R)-5,5,14-trimethyl-9-methylidenetetracyclo[11.2.1.01,10.04,8]hexadec-14-ene-3,4,6-triol
• SMILES (Canonical): CC1=CC23CC1CCC2C(=C)C4CC(C(C4(C(C3)O)O)(C)C)O
• SMILES (Isomeric): CC1=C[C@]23C[C@H]1CC[C@H]2C(=C)[C@H]4C[C@@H](C([C@]4([C@@H](C3)O)O)(C)C)O
• InChI: InChI=1S/C20H30O3/c1-11-8-19-9-13(11)5-6-14(19)12(2)15-7-16(21)18(3,4)20(15,23)17(22)10-19/h8,13-17,21-23H,2,5-7,9-10H2,1,3-4H3/t13-,14+,15-,16+,17-,19-,20+/m1/s1
• InChI Key: BDIVLMKLYRWORT-IGCXGIAKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9782	97.82%
Caco-2	-	0.7021	70.21%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4805	48.05%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.9144	91.44%
OATP1B3 inhibitior	+	0.9064	90.64%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6796	67.96%
P-glycoprotein inhibitior	-	0.8611	86.11%
P-glycoprotein substrate	-	0.5930	59.30%
CYP3A4 substrate	+	0.6042	60.42%
CYP2C9 substrate	+	0.5875	58.75%
CYP2D6 substrate	-	0.7710	77.10%
CYP3A4 inhibition	-	0.9373	93.73%
CYP2C9 inhibition	-	0.6841	68.41%
CYP2C19 inhibition	-	0.6583	65.83%
CYP2D6 inhibition	-	0.9286	92.86%
CYP1A2 inhibition	-	0.7834	78.34%
CYP2C8 inhibition	-	0.6659	66.59%
CYP inhibitory promiscuity	-	0.9011	90.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6102	61.02%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.9536	95.36%
Skin irritation	+	0.5067	50.67%
Skin corrosion	-	0.9203	92.03%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5074	50.74%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5300	53.00%
skin sensitisation	-	0.6442	64.42%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6505	65.05%
Acute Oral Toxicity (c)	I	0.4086	40.86%
Estrogen receptor binding	+	0.8179	81.79%
Androgen receptor binding	+	0.5555	55.55%
Thyroid receptor binding	+	0.6147	61.47%
Glucocorticoid receptor binding	+	0.8635	86.35%
Aromatase binding	+	0.6534	65.34%
PPAR gamma	-	0.5846	58.46%
Honey bee toxicity	-	0.8475	84.75%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9680	96.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.40%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.89%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.14%	92.94%
CHEMBL1871	P10275	Androgen Receptor	86.43%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.18%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.48%	94.45%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.19%	85.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.98%	95.89%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.59%	86.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.12%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	80.78%	90.17%

Plants that contains it

• Leucothoe grayana

Cross-Links

• PubChem: 101316945
• LOTUS: LTS0274818
• wikiData: Q104924276