(1R,2R,3S,6S,7R,9S,10S,11S,12R,13R,14S)-12-methoxy-3,7,10-trimethyl-11-propan-2-yl-15-oxapentacyclo[7.5.1.01,6.07,13.010,14]pentadecane-2,6,9,11,14-pentol

Details

• Internal ID: f77cbb4d-1e79-47d2-9839-6d535321737a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,2R,3S,6S,7R,9S,10S,11S,12R,13R,14S)-12-methoxy-3,7,10-trimethyl-11-propan-2-yl-15-oxapentacyclo[7.5.1.01,6.07,13.010,14]pentadecane-2,6,9,11,14-pentol
• SMILES (Canonical): CC1CCC2(C3(CC4(C5(C(C3C(C5(C(C)C)O)OC)(C2(C1O)O4)O)C)O)C)O
• SMILES (Isomeric): C[C@H]1CC[C@@]2([C@@]3(C[C@]4([C@@]5([C@@]([C@H]3[C@H]([C@@]5(C(C)C)O)OC)([C@]2([C@@H]1O)O4)O)C)O)C)O
• InChI: InChI=1S/C21H34O7/c1-10(2)19(25)14(27-6)12-15(4)9-18(24)16(19,5)20(12,26)21(28-18)13(22)11(3)7-8-17(15,21)23/h10-14,22-26H,7-9H2,1-6H3/t11-,12-,13+,14+,15+,16-,17-,18-,19+,20-,21+/m0/s1
• InChI Key: NIWSYGGVEJKUFU-OLBWISTKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₇
• Molecular Weight: 398.50 g/mol
• Exact Mass: 398.23045342 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.16
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8752	87.52%
Caco-2	-	0.7160	71.60%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5312	53.12%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.9097	90.97%
OATP1B3 inhibitior	+	0.9085	90.85%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	-	0.9495	94.95%
P-glycoprotein inhibitior	-	0.7952	79.52%
P-glycoprotein substrate	-	0.6061	60.61%
CYP3A4 substrate	+	0.6388	63.88%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8148	81.48%
CYP3A4 inhibition	-	0.8008	80.08%
CYP2C9 inhibition	-	0.7707	77.07%
CYP2C19 inhibition	-	0.7711	77.11%
CYP2D6 inhibition	-	0.9320	93.20%
CYP1A2 inhibition	-	0.7474	74.74%
CYP2C8 inhibition	-	0.7328	73.28%
CYP inhibitory promiscuity	-	0.9417	94.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6508	65.08%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9549	95.49%
Skin irritation	-	0.6389	63.89%
Skin corrosion	-	0.9088	90.88%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6163	61.63%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8702	87.02%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7696	76.96%
Acute Oral Toxicity (c)	I	0.4330	43.30%
Estrogen receptor binding	+	0.7061	70.61%
Androgen receptor binding	+	0.7616	76.16%
Thyroid receptor binding	+	0.6973	69.73%
Glucocorticoid receptor binding	+	0.5732	57.32%
Aromatase binding	+	0.6999	69.99%
PPAR gamma	+	0.5882	58.82%
Honey bee toxicity	-	0.8442	84.42%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8628	86.28%

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	98.32%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.32%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.54%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.99%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.86%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.16%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.62%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.55%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.18%	86.33%

Plants that contains it

• Erythroxylum passerinum

Cross-Links

• PubChem: 102321445
• LOTUS: LTS0188428
• wikiData: Q105180025